bluuebunny/crossref_metadata_2025_split huggingface dataset:
Optical Resolution and Asymmetric Transformation of (RS)-N-Alkyl- and (RS)-N,N-Dialkyl-2-phenylglycines
Authors: Shiraiwa Tadashi , Baba Yoshihisa , Miyazaki Hideya , Sakata Shinji , Kawamura Seiko , Uehara Masashi , Kurokawa Hidemoto 
Published: August 2006

Abstract
Optical resolution of (RS)-N-methyl-2-phenylglycine [(RS)-Mpg] and (RS)-N-ethyl-2-phenylglycine [(RS)-Epg] was carried out by using (1S)-10-camphorsulfonic acid [(S)-CS] as resolving agents, and that of (RS)-N-ethyl-N-methyl-2-phenylglycine [(RS)-Emp] by (R)- and (S)-1-phenylethylamine. Racemization rates of optically active Mpg, Epg, Emp, N,N-dimethyl-2-phenylglycine [Dmp], and six α-amino acids were measured by heating in carboxylic acids. The electron-donating amino acid side chain and N-substituted alkyl group decreased the rate to inhibit the formation of intermediary carbanions, whereas the electron-withdrawing side chain increased it. Asymmetric transformation of (RS)-Mpg, (RS)-Epg, and (RS)-Dmp was carried out on the basis of the results of optical resolution and racemization to give the corresponding enantiomers of approximately 100% optical purities in over 70% yield based on the starting racemates.
Syntheses of Acetomycin-Related (2R,3S,4R)- and (2S,3R,4R)-2-Acetoxy-4-acetyl-3,4-dimethyltetrahydrofuran and Their Growth Inhibition Activity against Tumor Cells
Authors: Ishihara Jun , Terato Nahoko , Sumino Akihiko , Tadano Kin-ichi , Ogawa Seiichiro 
Published: August 2006

Abstract
The syntheses of two tetrahydrofuran derivatives structurally related to the antitumor agent acetomycin are described. These compounds were synthesized starting from known d-glucose-derived functionalized tetrahydrofuran derivatives.
Photocontrolled Binding of Metal Ions with Thioindigo Derivatives Containing Oxyethylene Chains
Authors: Rahman S M Fatah-ur , Fukunishi Koushi , Kuwabara Masaki , Yamanaka Hiroki , Nomura Mototeru 
Published: August 2006

Abstract
Binding ability of a series of thioindigo derivatives(Ia—g), which possess a molecular architecture, capable of capturing different metal ions was examined. From the results of solvent extraction the order of extractibility for metal ions by cis-Ig was found as Ag+ &gt;&gt; Cs+ &gt; Rb+ &gt; K+ &gt; Na+ &gt; Li+. Enhancement of excellent binding ability by trans to cis photoisomerization of Ig, the highest amount of transported Ag+ across a liquid membrane by Ig when irradiated with 550 and 480 nm light alternately, and the considerable suppression for thermal cis-to-trans isomerization in presence of Ag+ were found.
Ferrocene-Appended Cyclodextrins. The Effects of Temperature, Organic Solvent, Length of Spacer, and Cavity Size on the Complexation Behavior
Authors: Suzuki Iwao , Chen Qiang , Ueno Akihiko , Osa Tetsuo 
Published: August 2006

Abstract
Inclusion phenomena of cyclodextrins (CyDs) bearing a ferrocene moiety, 1—4, which have different cavity sizes and spacer lengths, were investigated by circular dichroism (CD) spectroscopy in pure ethylene glycol (EG) and 20% EG aqueous solution. β-CyD derivatives, 1 and 3, and a γ-CyD derivative, 4, form intramolecular complexes, including the ferrocene moiety in the CyD cavity with orientation similar to that in corresponding native CyD–ferrocene complexes, while another γ-CyD derivative, 2, which has no spacer alkyl chain, takes various conformations. The host–guest binding constants of 1—4 for several guests revealed that the ferrocene moiety of 1—4 depresses the guest binding, acting as an intramolecular inhibitor in guest binding. In particular, the depression was remarkable for 3 and 4 and the spacer alkyl chain was suggested to stabilize the intramolecular complexes. The ferrocene modified CyDs exhibit similar trends in guest selectivity to those of native CyDs. The effects of EG content on the binding constants of 1 and 2 revealed that hydrophobic effect operated in the guest accommodation. Thermodynamic parameters for the binding processes of 1 and 2 for 1-adamantanol were obtained from the temperature variations in binding constants, the values being −21.9 kJ mol−1 for ΔH° and 2.76 J mol−1 K−1 for ΔS° for 1 and −25.1 kJ mol−1 for ΔH° and −36.1 J mol−1 K−1 for ΔS° for 2. These values indicated that the complexation of 1 and 2 for 1-adamantanol was governed both by hydrophobic effect and van der Waals interaction, and the latter was especially important in the case of 1 and 1-adamantanol.
A Practical O2-Oxidation of Functionalized Alcohols Producing Carboxylic Acids Catalyzed by the Pd–C/Pb(OAc)2 System
Authors: Akada Mitsuo , Nakano Shinji , Sugiyama Toshiyuki , Ichitoh Kazumoto , Nakao Hiroki , Akita Munetaka , Moro-oka Yoshihiko 
Published: August 2006

Abstract
The Pd–C/Pb(OAc)2 system catalyzes selective O2-oxidation of ArCH(R)CH2OH to ArCH(R)COOH (useful intermediates for drug synthesis) in high yields without contamination of ArCOOH. The turnover number (substrate/Pd) is improved to 85 and &gt;1800 by recycling the catalyst and using a special reactor, respectively. Alkanols are also efficiently oxidized to alkanoic acids by the title catalyst system.
Extraction Spectrophotometric Determination of Molybdenum(V) with N1-(o-Chlorophenyl)-N1-hydroxy-N2-(o-methylphenyl)benzamidine Hydrochloride and Thiocyanate
Authors: Mishra Indumati , Mohabey Hemlata 
Published: August 2006

Abstract
A highly selective method has been developed for the extraction and spectrophotometric determination of molybdenum(V) using N1-(o-chlorophenyl)-N1-hydroxy-N2-(o-methylphenyl)benzamidine hydrochloride and thiocyanate. The reagent reacts with molybdenum(V) in the presence of thiocyanate ion and forms orange red complex in strongly acidic medium. Which can be extracted with benzene. The extract shows a sharp maximum at 470 nm, having molar absorption coefficient 3770 cm3 mol−1 cm−1. The system obeys Beer’s law from 3 to 22 ppm. A large number of metal ions associated with matrix of Mo, such as Ni, Co, Cu, V, Nb, Ti, Zn, etc. do not interfere with the determination. The applicability of the method has been tested with various alloys. The stoichiometry of mixed complex is found to be 1 : 2 : 2 (metal : reagent : thiocyanate).
A Convenient Synthesis and Structural Assessment of [Sn(CH3)2(L2)](ClO4)2
Authors: Dey D , Basu Baul T S , Rivarola E 
Published: August 2006

Abstract
A general synthesis for a novel class of complexes of the type, [Sn(CH3)2(L2)](ClO4)2 (L = 2-(substituted arylazo) pyridine) is reported. The structure of the complexes have been investigated by 119tin Mössbauer spectroscopy and NMR coupling constant 2J (117/119 Sn–CH). Further, the extent of distortion of tin–methyl groups in octahedral complexes have been calculated from the quadrupole shift (Q.S.) values using Parish’s relationship.
Photo-Redox Catalytic Behavior of Water-Soluble Copolymers of the 5,10,15,20-Tetra-p-tolylporphyrins Bearing a Vinyl Group in a Substituent at the Pyrrole Moiety and Their Zn-Complexes
Authors: Kamogawa Hiroyoshi , Kato Koichiro 
Published: August 2006

Abstract
Water-soluble copolymers of the 5,10,15,20-tetra-p-tolylporphyrins bearing a N-(p-vinylphenyl)carbamoyl group in a substituent at the pyrrole moiety or their Zn complexes with N-vinyl-2-pyrrolidone have been effective as photo-redox catalysts for the FRA–l-ascorbic acid and the viologen–triethanolamine in aqueous solutions or in the copolymer films.
Solvent Extraction of Europium(III) Anionic Complexes with Several β-Diketones as Ion-Pairs with Tetrabutylammonium into Chloroform
Authors: Noro Junji , Sekine Tatsuya 
Published: August 2006

Abstract
The solvent extractions of europium(III) in 0.1 mol dm−3 sodium nitrate solutions with acetylacetone (Hacac), benzoylacetone (Hbza), benzoyltrifluoroacetone (Hbfa), trifluoroacetylacetone (Htfa), and hexafluoroacetylacetone (Hhfa) into chloroform were measured in both the absence and presence of tetrabutylammonium (tba+). From the results and those with 2-thenoyltrifluoroacetone (Htta) in a previous study it was concluded that extractions with the CF3– containing β-diketones, Hbfa, Htfa, Hhfa, and Htta are greatly enhanced by the addition of tba+. This could be explained in terms of the extraction of a ternary complex, EuA4− tba+ (A− is a β-diketonate ion). However, extractions with Hacac and Hbza were nearly the same when tba+ was added. The enhancement of extraction was statistically treated by assuming an association of EuA3 and A−tba+ in the organic phase. The equilibrium constants for an association with different β-diketones were compared, and the reasons for the difference in the association equilibrium as well as the enhancement of extraction are described.
Synthesis and Characterization of Mononuclear (Mn(II) and Mn(III)) and Dinuclear (Mn(II)Mn(II) and Mn(II)Mn(III)) Complexes with 2,6-Bis[N-(2-pyridylethyl)iminomethyl]-4-methylphenol
Authors: Mikuriya Masahiro , Fujii Toshinori , Tokii Tadashi , Kawamori Asako 
Published: August 2006

Abstract
Mononuclear and dinuclear manganese complexes with2,6-bis[N-(2-pyridylethyl)iminomethyl]-4-methylphenol (HL), [MnII2(L)(CH3COO)2(CH3OH)](ClO4) (1), [MnII2(L)(CH3COO)2(NCS)] (2), [MnII(HL)(NCS)2(H2O)] (3), [MnIIMnIII(L)(CH3COO)2(CH3OH)2](ClO4)2 (4), [MnIIMnIII(L)(CH3COO)2(NCS)2] (5), [MnIIMnIII(L)(CH3COO)2(N3)2]·2CH3OH (6), and [MnIII(HL)(N3)3] (7), have been prepared and characterized by infrared, electronic, and ESR spectra, as well as the temperature dependence of the magnetic susceptibilities (80—300 K). The molecular structures of 1, 2, 3, 6, and 7 were determined by single-crystal X-ray structure analyses. Complexes 1 and 2 have a μ-phenoxo-di-μ-acetato-bridged dinuclear structure, in which one manganese atom is five-coordinated and the other six-coordinated. Complex 6 is a μ-phenoxo-di-μ-acetato-bridged dinuclear molecule comprising an octahedral Mn(II) atom and an elongated-octahedral Mn(III) atom. The manganese atoms of 3 and 7 are six-coordinated in a distorted octahedral environment. The spectral and magnetic properties are discussed in relation to the crystal structures.
Side Chain Liquid Crystalline Polyoxetanes with a Spacer-Separated Azobenzene Moiety. I. Preparation and Characterization
Authors: Motoi Masatoshi , Noguchi Kunimasa , Arano Akio , Kanoh Shigeyoshi , Ueyama Akihiko 
Published: August 2006

Abstract
Several oxetane derivatives carrying the azobenzene moiety at the C-3 position of the oxetane ring through the spacer arms of differing lengths were prepared by a substitution reaction of the corresponding bromide or p-toluenesulfonate residue of the oxetane with 4-hydroxyazobenzenes. The polymers of these oxetane derivatives were readily obtained by cationic ring-opening polymerization using the adequately increased amount of a THF· BF3 complex as an initiator at 20—30 °C. The liquid crystalline property of the polymers thus obtained were examined by differential scanning calorimetry and by optical polarized microscopy. From these measurements the influences of the p′-substituted azobenzene and of the spacer arm on the liquid crystalline property were found.
Characterization of Isomers Which Are Produced by Reactions of (1R,3S-Cyclohexanediamine)platinum(II) with Nucleotide d(GpG)
Authors: Inagaki Kenji , Sawaki Kimie 
Published: August 2006

Abstract
Two adducts obtained from reactions of dinucleotide (d(GpG)) with 1R,3S-cyclohexanediamineplatinum(II) have been investigated on the basis of NMR spectroscopy. They were assigned as interbase cross-linked adducts being platinated at the N7 positions of the adjacent guanine bases. Both isomers differ with respect to the orientation of the cyclohexane ring toward the carbonyl group at the 6 position of the adjacent guanine bases. A conformational analysis of the cyclohexane ring is also described.
Fritsch–Wiechell Rearrangement of 1-Chlorovinyl Sulfoxides: A New Method for Synthesizing Acetylenes from Aldehydes with One-Carbon Homologation
Authors: Satoh Tsuyoshi , Hayashi Yasumasa , Yamakawa Koji 
Published: August 2006

Abstract
1-Chlorovinyl sulfoxides, easily prepared from aldehydes and chloromethyl phenyl sulfoxides, were treated with t-butyllithium to afford one-carbon homologated acetylenes via alkylidene carbenoids in high yields.
Acidity and Dynamic Structure of the Potent Uncoupler SF6847 (2,6-Di-t-butyl-4-(2,2-dicyanovinyl)phenol) and Its Derivatives
Authors: Miyoshi Hideto , Guo Ze-jian , Fujita Toshio&lt;FNR RID="N01"&gt; , Iwamura Hajime&lt;FNR RID="N02"&gt; 
Published: August 2006

Abstract
The acid dissociation constant (Ka) of a series of 2,6-di-t-butyl-4-(disubstituted vinyl)phenols was measured in water spectrophotometrically at 25 °C. The electronic substituent effects of the substituted vinyl moiety on the pKa value were examined by dual-electronic-parameter analyses. The electronic effects of the two substituents at the end of the vinyl moiety were found to be not equal in the acid-base dissociation equilibrium. The inductive and resonance effects of the X-substituents trans to the benzene ring and the inductive effect of the Y-substituents cis to the benzene ring were significant factors governing the pKa value. These results and the molecular orbital calculation studies suggest that although the π-bonded X-substituents are coplanar to the vinyl plane, the π-bonded Y-substituent are twisted by a steric repulsion with the benzene ring. The variations in the pKa value of variously substituted analogs were related with the ease of intramolecular rotational motion around the bond connecting the vinyl group and the benzene ring, based on 1H NMR studies.
Synthesis of 1-(2,2-Dicyanovinyl)-, 1-(2,4,4-Tricyano-1,3-butadienyl)-, 1,6-Bis(2,2-dicyanovinyl)-1,3,5-cycloheptatriene and Their Vinylogs
Authors: Higuchi Hiroyuki , Kondo Masao , Yonehara Hiroko , Ojima Juro , Iyoda Masahiko 
Published: August 2006

Abstract
The 1-(2,2-dicyanovinyl)-, 1-(2,4,4-tricyano-1,3-butadienyl)-, 1,6-bis(dicyanovinyl)-substituted 1,3,5-cycloheptatriene, and their vinylogs have been synthesized by condensation of 1-formyl-, 1-(2-cyano-2-formylvinyl)-, 1,6-diformyl-1,3,5-cycloheptatriene, and their vinylogs, respectively, with malononitrile mediated with TiCl4 as a Lewis acid.
Photochromism of Heterocyclic Fulgides. IV. Relationship between Chemical Structure and Photochromic Performance
Authors: Tomoda Akihiko , Kaneko Akira , Tsuboi Hideki , Matsushima Ryoka 
Published: August 2006

Abstract
The absorption spectra and quantum yields of various heterocyclic fulgides were measured. The absorption maxima of the colored photocyclization products of fulgides were dependant upon the structure of heterocyclic rings and the substituent; and increase of the electron-donating ability of the heterocyclic ring caused a red shift of λmax. A quantum yield measurement of the photochromic reaction of fulgides revealed that not only the steric effect, but also the electronic effect of substituent (e.g. p-(dimethylamino)phenyl, cyano, acetyl) introduced into the heterocycles, changed the reactivity for both coloration and bleaching.
The Structures of M2X93− (M = Bi ; X = Cl, Br) Ions Determined by Rietveld Analysis of X-Ray Powder Diffraction Data
Authors: Ishihara Hideta , Yamada Koji , Okuda Tsutomu , Weiss Alarich 
Published: August 2006

Abstract
The results of the Rietveld analysis of X-ray powder diffraction data for title compounds show that the space group for (CH3NH3)3Bi2Cl9 is Pnma with Z = 4 and its lattice constants are a = 2040.6, b = 770.0, c = 1324.6 pm. It consists of one–dimensional double chains of Bi2Cl93− polyanions. The space group for [N(CH3)4]3Bi2X9 (X = Cl, Br) is P63/mmc with Z = 2 and its lattice constants are a = 926.2, c = 2192.2 pm for X = Cl and a = 951.8, c = 2245.9 pm for X = Br. It contains ioslated Bi2X93− anions with a triple bridged bioctahedral structure.
Study of Polarographic Anodic Current in the Presence of Selenate Ion
Authors: Kikuchi Kenji , Murayama Teisuke 
Published: August 2006

Abstract
The polarographic anodic current observed in the presence of selenate ion has been studied using a numerical method previously proposed by us. Though there is no current plateau in the current-potential curve, the current increases with an increase in the concentration of selenate. The logarithmic plots of the current against the electrode potential give a straight line with a slope of 39—40 mV/unit. With the aid of the numerical method, it is concluded that the anodic current is controlled by the rate of precipitation, and that the rate can be expressed by a formula which is derived by assuming a reaction sequence for precipitation and represents the rate controlled by the nucleation step.
Intercalation of Ferrocene and (Ferrocenylalkyl)ammonium Halides into the Gel-V2O5 Interlayer Space
Authors: Okuno Shoji , Matsubayashi Gen-etsu 
Published: August 2006

Abstract
Ferrocene, FcH, 1,1′-dimethylferrocene, FcMe2, some (ferrocenylalkyl)ammonium iodides, Fc(CH2)nNR2R′+I−, chlorides, Fc(CH2)nNR2R′+Cl− [Fc = (C5H5)Fe(C5H4); n = 1 and 2; R, R′ = H and Me], benzyldimethyl-, benzyltrimethylammonium and octylammonium iodides reacted with powdered gel-V2O5 suspended in ethanol to afford intercalation compounds; V2O5·(H2O)0.6·[Fc+H]0.27, V2O5·(H2O)0.6·[Fc+Me2]0.22, V2O5·(H2O)0.6·[Fc+CH2NHMe2+]0.16, V2O5·(H2O)0.6·[Fc+CH2NMe3+]0.15, V2O5·(H2O)0.8·[Fc+CH2CH2NH3+]0.21, V2O5·(H2O)0.8·[Fc+CH2CH2NMe3+]0.14, V2O5·(H2O)0.6·[Fc+CH2NHMe2+]0.18, V2O5·(H2O)0.6·[Fc+CH2CH2NH3+]0.22, V2O5·(H2O)0.6·[PhCH2NHMe2+]0.29, V2O5·(H2O)0.6·[PhCH2NMe3+]0.24, and V2O5·(H2O)0.6·[n-C8H17NH3+]0.33. The intercalation compounds are constructed with layered V2O5 moieties in both V(IV) and V(V) states and the ferrocenium, the ferrocenium derivatives, the benzyldimethyl-, the benzyltrimethylammonium or the octylammonium cation in the interlayer space, producing the single V2O5-interlayer spacings. Molecular arrangements of these (ferrocenylalkyl)ammonium species in the interlayer space and electronic states of the guest and the host moieties are discussed on the basis of powder X-ray diffraction patterns as well as powder reflectance, ESR and X-ray photoelectron spectra.
The Classification of Twenty Common Amino Acid Residues in Protected Peptides by Their β-Sheet-Structure-Stabilizing Potentials, SPβ, and Its Application to Peptide Synthesis
Authors: Narita Mitsuaki , Lee Jin-Shik , Murakawa Yuka , Kojima Yoshihisa 
Published: August 2006

Abstract
A host-guest approach was devised to evaluate the β-sheet-structure-stabilizing potentials, SPβ, of the 20 common amino acid residues in protected peptides whose side-chain functional groups were protected by suitable groups commonly used in peptide synthesis. The β-sheet structure of host-guest pentapeptides, namely, Boc–X–Val–Asp(OBzl)–Ala–Gly–OPac and Boc–X–Ala–Glu(OBzl)–Leu–Gly–OPac in which X stands for guest amino acid residues, was easily disrupted in CH2Cl2 by increasing amounts of DMSO. The disrupted behaviors were strongly dependent on the nature of the guest amino acid residues and the 20 guest amino acid residues could be classified into six groups. Therefore, we arbitrarily defined SPβ as values of one to six. A method for estimating the β-sheet-structure stability of protected peptides by their arithmetic average &lt;SPβ&gt; values was proposed, and it was applied to peptide synthesis. The significance of the estimation method in the design of synthetic routes for peptides and proteins is briefly discussed.
An Unusual Property of Benzyl Diphenylphosphinothiite in the Reactions with Various Electrophilic Reagents
Authors: Drozdova Yana A , Burilov Alexander R , Pudovik Michael A , Gainullin Rafinad M , Il’yasov Akhat V 
Published: August 2006

Abstract
Reactions of benzyl diphenylphosphinothiite with a number of electrophiles have been investigated. It has been proved that a kinetically controlled process affords the S-attacked product, which is further converted into the transalkylated product, whereas a thermodynamically controlled process results in the formation of a P-attacked product. An intramolecular S → P migration of the benzyl group is suggested for the reactions with reactive electrophiles.
Reductive Photoallylation of Dimethyl Naphthalenedicarboxylates by Allyltrimethylsilane via a Single Electron Transfer
Authors: Kubo Yasuo , Todani Toshiko , Inoue Takeo , Ando Hisanori , Fujiwara Takaji 
Published: August 2006

Abstract
The photoreaction of dimethyl 1,4-naphthalenedicarboxylate (4) with allyltrimethylsilane (7) in acetonitrile–methanol gave reductive allylation products. The formation of the products is rationalized by a mechanism involving a single electron transfer from 7 to the singlet excited state of 4, an attack of the allyl radical (16) generated by a C–Si bond cleavage in the radical cation of 7 toward the radical anion of 4 to give an anionic intermediate, and protonation of the intermediate. The photoreaction of dimethyl 1,2-naphthalenedicarboxylate (2) with 7 gave reductive allylation products along with a cyclobutane, possibly by the secondary photoreaction of another reductive allylation product. The photoreactions of dimethyl 1,3-, 2,3-, and 2,6-naphthalenedicarboxylates (3, 5, and 6) with 7 gave cyclobutanes, possibly by the photoreactions of reductive allylation products. The values of the free-energy changes (ΔGet) associated with the single-electron transfer from 7 to the singlet excited states of 2—6 and the fluorescence quenching rate constant (kq) support the photochemical single-electron transfer mechanism. The attacking position of 16 toward the radical anions of 2—6 and the position of the protonation of anions resulting from an attack of 16 are discussed on the basis of the values of the spin densities of the radical anions of 2—6 obtained by MNDO calculations and the net atomic charges of the model anions.
Preparation and Molecular Recognition Ability of Mono[6-deoxy-6-(l-tyrosylamino)]-β-cyclodextrin. Formation and Guest Binding Properties of Distorted Cavity Formed Outside the Parent Cyclodextrin
Authors: Takahashi Keiko 
Published: August 2006

Abstract
Mono[6-deoxy-6-(l-tyrosylamino)]-β-cyclodextrin (2) was prepared from N-(benzylcarbonyl)-l-tyrosine dicyclohexylamine salt (Z-Tyr DCHA salt) and mono(6-amino-6-deoxy)-β-cyclodextrin. 2 includes N-dansylphenylalanine enantioselectively (KL/KD = 2.13). From an NMR study, it was suggested that the hydroxyphenyl group attached to 2 was located at the outside of the cavity and that 2 had an expanded and distorted cavity enclosed by the hydroxyphenyl moiety and the parent cyclodextrin wall.
Studies on 5-8 Fused Ring Compounds. VI. Synthesis of Tricyclo[9.3.0.03,7]tetradec-3-ene-5,10-dione and Related Compounds
Authors: Umehara Misao , Honnami Hiromi , Hishida Shinzaburo , Kawata Takashi , Ohba Shigeru , Zen Shonosuke 
Published: August 2006

Abstract
The C5–C8–C5 fused ring compounds (the title compound, 11) constituting the carbon skeletal ring of ophiobolane sesterterpenes have been synthesized from one of the photoadducts, 1-acetoxytricyclo[5.4.0.02,6] undecan-8-one (4a) of cyclopentene and 3-acetoxy-2-cyclohexen-1-one. The photoadduct 4a was converted via bromination and retro-aldol cleavage into 5-bromobicyclo[6.3.0]undecane-2,6-dione (8). The allylation of 8 with allyltributyltin and oxidation of the allyl group with palladium(II) chloride-copper(I) chloride yielded 5-acetonylbicyclo[6.3.0]undecane-2,6-dione (10a). Under basic conditions, the intramolecular cyclization of 10a afforded the title compound 11, and was accompanied by tetracyclo[9.3.01,5.05,8]tetradecane-2,7-dione (12). Under acidic conditions, 10a cyclized to 2-methyl-4,5,6a,7,8,9,9a,10-octahydro-6H-cyclopenta[6,7]cycloocta[1,2-b]furan-6-one (13). The structures of 8, 11, 12, and 13 were determined by X-ray analyses.
Preparation of Polytosylated γ-Cyclodextrins
Authors: Yamamura Hatsuo , Kawase Yoshitaka , Kawai Masao , Butsugan Yasuo 
Published: August 2006

Abstract
Practical preparation of polytosylated γ-cyclodextrins, octakis(6-O-tosyl)-2-O-tosyl-γ-cyclodextrin, octakis(6-O-tosyl)-γ-cyclodextrin, and heptakis(6-O-tosyl)-γ-cyclodextrin, has been established. The procedure involves reaction of γ-cyclodextrin with tosyl chloride in pyridine and column chromatographic separation using silica gel modified with 3-aminopropyl groups.