bluuebunny/crossref_metadata_2025_split huggingface dataset:
Synthesis of Carbosilane Compounds Functionalized with Three or Four β-Cyclodextrin Moieties. Use of a One-Pot Reaction in Liquid Ammonia for Birch Reduction and the Subsequent SN2 Replacement
Authors: Matsuoka Koji , Terabatake Mikiko , Saito Yosuke , Hagihara Chiharu , Esumi Yasuaki , Terunuma Daiyo , Kuzuhara Hiroyoshi 
Published: June 2006

Abstract
As a basic model reaction for assembling specific functional carbohydrate molecules on a novel core substance by making covalent bonds, an efficient one-pot reaction involving Birch reduction and a subsequent SN2 replacement was developed, employing trivalent and tetravalent carbosilane bromides as the core and monodeoxy-monomercapto-β-cyclodextrin as the functional carbohydrate. It was confirmed that carbosilane derivatives containing a suitable spacer molecule were of wide applicability as a new core substance for the construction of diverse functional materials.
Absolute Conformation and Chiroptical Properties. VI. 2,2′,3,3′-Tetramethoxy-9,9′-bitriptycyl: A Stereochemical Analog of 1,2-Disubstituted Ethane with Identical Substituents
Authors: Toyota Shinji , Yasutomi Akihiro , Kojima Hiroharu , Igarashi Yuko , Asakura Mitsuhiro , Oki Michinori 
Published: June 2006

Abstract
The title compound was prepared by addition of 4,5-dimethoxybenzyne to 9,9′-bianthryl. The rotational isomers, ap and ±sc, were separated by HPLC. The ±sc isomers were treated with sodium ethanethiolate to produce 3,3′-dihydroxy-2,2′-dimethoxy-9,9′-bitriptycyl, which was converted to the ester of (1S,5R,7R)-4-[(2-carboxy)benzoyl]-3-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide. The resulting diastereomers were separated by HPLC. The isomers were hydrolyzed and methylated with dimethyl sulfate to yield optically active 2,2′,3,3′-tetramethoxy-9,9′-bitriptycyl. The absolute conformation of the tetramethoxy compound was determined by X-ray structure analysis of 3′-ester of (1S,5R,7R)-4-(2-carboxybenzoyl)-3-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide derived from 3-hydroxy-2,2′,3′-trimethoxy-9,9′-bitriptycyl, followed by hydrolysis and then methylation. The CD spectrum of Msc-2,2′,3,3′-tetramethoxy-9,9′-bitriptycyl is reported.
A New Mesomorphism of the Alkyl 4-(2-Perfluoroalkyl)ethoxybenzoate Derivatives
Authors: Duan Meili , Okamoto Hiroaki , Petrov Vladimir F , Takenaka Shunsuke 
Published: June 2006

Abstract
The liquid-crystalline properties of the homologous members of alkyl 4-(2-perfluorooctyl)ethoxy-3-R-benzoates (R = H (1), NO2 (3), Br (4)) show a new mesomorphic behavior. The lower alkyl (methyl–pentyl) esters of 1 exhibit a smectic A phase, and the smectic A-isotropic transition temperature tends to decrease with increasing the carbon number of the alkyl group, where the layer spacing of the smectic A phase tends to become short with increasing carbon chain length. The hexyl–decyl esters are non-mesogenic, and the after members again show a smectic A phase. The similar trend has been found for 3 and 4. Homologous members of alkyl 4-(2-perfluorodecyl)ethoxybenzoates (2) also show a similar thermal behavior. The smectic properties are strongly dependent on the relative constitution of the perfluoroalkyl group to the alkyl one within the molecule. The molecular arrangement of the smectic A phase is discussed.
Bimolecular Reactions of Tetrakis(trialkylsilyl)disilenes with Various Reagents
Authors: Iwamoto Takeaki , Sakurai Hideki , Kira Mitsuo 
Published: June 2006

Abstract
Versatile reaction modes of tetrasilyldisilenes with various reagents have been disclosed. Typically, tetrakis(t-butyldimethylsilyl)disilene 1b reacts with 1-alkenes and a 1-alkyne having allylic hydrogens to afford the corresponding ene-addition products, while a reaction of 1b with styrene gives the [2+2] cycloaddition product. In contrast to tetra-t-butyldisilene and tetramesityldisilene, a reaction of 1b with a 1,3-butadiene gives quantitatively the [4+2] cycloaddition product. In accord with the biradical nature of disilene as predicted theoretically, tetrasilyldisilene 1b reacts with haloalkanes to provide the corresponding 2,3-dichlorotetrasilane or 2-alkyl-3-chlorotetrasilane probably via radical mechanisms. Facile nucleophilic additions of water, methanol, and methyllithium to 1b are indicative of the high electrophilicity of 1b.
Synthesis of IPN Polymer Hybrids by In-Situ Radical Polymerization Method and Their High Resistivity to Solvent Extraction
Authors: Tamaki Ryo , Horiguchi Takuya , Chujo Yoshiki 
Published: June 2006

Abstract
Two different types of polymer hybrids having an interpenetrating polymer network (IPN) of the organic gel and silica gel were prepared by the in-situ polymerization method. One type is the IPN polymer hybrids of poly(N,N′-dimethylacrylamide) gel and silica gel that were prepared by simultaneous polymerization of N,N′-dimethylacrylamide and N,N′-methylenebisacrylamide in a methanol solution of tetramethoxysilane (TMOS). The other type is IPN polymer hybrids of polystyrene gel and silica gel that were prepared by the polymerization of styrene monomer in the presence of divinylbenzene and TMOS. Radical polymerization of these organic monomers proceeded effectively in the sol-gel reaction mixture of TMOS, resulting in homogeneous glassy materials. The formation of IPN structure was confirmed by the solvent extraction. The loss of organic elements could be prevented in both cases by the incorporation of cross-linking points in the organic network. The homogeneity of these IPN polymer hybrids were supported by nitrogen porosimetry measurements. The results demonstrated that the porous silicas obtained from the polymer hybrids had high surface areas and large pore volumes and exhibited a sharp distribution of pore size below 2 nm in both types of IPN polymer hybrids. These results indicate a molecular-level integration of the organic gel and silica gel in the IPN polymer hybrids.
Semi-Emperical Calculation of the Transport Properties of Eight Binary Gas Mixtures at Low Density by the Inversion Method
Authors: Papari Mohammad Mehdi , Boushehri Ali 
Published: June 2006

Abstract
Viscosities, diffusion coefficients, and thermal-diffusion factors for eight equimolar binary gas mixtures (Ne+O2, Ne+CO2, Ne+N2O, Ne+SF6, Ar+O2, Ar+CO2, Ar+N2O, and Ar+SF6) were determined based on the principle of the corresponding states of viscosity using the inversion technique. The Lennard-Jones 12-6 potential energy function was used as the initial model potential required by the technique. Typically, the interaction potential of Ar+SF6 has been compared with those obtained from thermal-diffusion measurements. Our inverted potentials are in excellent agreement with it. The interaction potential energies from the inversion procedure reproduce the viscosities to within 1%, the diffusion coefficients to within 5%, and the thermal-diffusion factors to within 25%.
Molecular and Crystal Structures of Novel Second-Order Nonlinear Optical Crystals: α,α′-Dibenzylidenecycloalkanones
Authors: Kawamata Jun , Inoue Kuon , Inabe Tamotsu 
Published: June 2006

Abstract
X-Ray crystallographic analyses have been performed for the crystals of α,α′-dibenzylidenecycloalkanone (DBCA) derivatives which preferentially crystallize in non-centrosymmetric space groups and become second-order nonlinear optical crystals. We examined the obtained structures while paying attention to the intermolecular short contacts common to their structure. As a result, relatively short C–H···O contacts between the cycloalkanone rings were found for 8 out of 10 DBCA derivatives. The C–H···O distances for all cyclopentanone derivatives are almost the same as the sum of the van der Waals radius of carbon and that of oxygen; also, the geometrical characteristics found from the C–H···O contacts are consistent with the C–H···O hydrogen bond. The derivatives form a non-centrosymmetric one-dimensional chain with this contact. Their non-centrosymmetric crystal structures are led not only by their molecular shape, but also by this C–H···O interaction.
Hyperfine and Nuclear Quadrupole Couplings of the Coordinated Nitrogen of Oxovanadium(IV) Phthalocyanines Studied by Electron Spin-Echo Envelope Modulation Spectroscopy
Authors: Fukui Kouichi , Ohya-Nishiguchi Hiroaki , Kamada Hitoshi , Iwaizumi Masamoto , Xu Yuanzhi 
Published: June 2006

Abstract
Electron spin-echo envelope modulation (ESEEM) measurements were made for three substituted oxovanadium(IV) phthalocyanines ([VO(tcpc)], [VO(tbpc)], and [VO(tapc)]), where the phthalocyanine rings are modified with four carboxyl, t-butyl, and amino groups, respectively. The 14N hyperfine coupling (HFC) and nuclear quadrupole coupling (NQC) tensors of the phthalocyanine isoindole nitrogens were determined by computer simulations of orientationally selected ESEEM spectra. The HFC tensors of these three complexes were found to be almost identical, and no appreciable effects from the substituents were detected. The isotropic HFC constants, as determined by the simulations, are |Aiso| = 7.08, 7.08, and 7.05 MHz for [VO(tcpc)], [VO(tbpc)], and [VO(tapc)], respectively. The NQC constants were also found to be very similar to one another: e2qQ/h = 2.2, 2.1, and 2.0 MHz for [VO(tcpc)], [VO(tbpc)], and [VO(tapc)], respectively. However, the simulations revealed a difference in the orientation of the NQC unique axis, where the unique axis is parallel to the V–N bond in [VO(tcpc)] and [VO(tbpc)], whereas this axis is perpendicular to the V–N bond within the phthalocyanine plane in [VO(tapc)]. An analysis of the NQC parameters based on the Townes-Dailey model indicates an increase in the electron population of the nitrogen π orbital in [VO(tapc)], which is consistent with the expected effects of the amino group.
Langmuir Monolayers of Azobenzene Derivative with a Urea Head Group
Authors: Seki Takahiro , Fukuchi Takashi , Ichimura Kunihiro 
Published: June 2006

Abstract
An azobenzene (Az) containing amphiphile having a urea head group [N-(10-{4-[(4-hexylphenyl)azo]phenoxy})decylurea (6Az10-Urea)] was synthesized for the first time, and the spreading behavior, morphology, absorption spectral features, and photoreactivity of this amphiphile at the air–water interface was examined. The features of this monolayer were argued in comparison with those of a carboxylic acid derivative of the homologous structure. Polymer-like stable stable monolayers were formed form 6Az10-Urea both in the trans and cis forms of the Az unit, possibly indicating the formation of intermolecular bifurcated NH···O=C hydrogen bonds of urea heads. Unlike monolayers of simple long alkylureas, the present monolayer did not show a thermal phase transition within the temperature region examined (10—35 °C). In the trans-6Az10-Urea monolayer, the Az unit formed tilted aggregates. In this aggregation state, the trans-to-cis photoisomerization in the 6Az10-Urea monolayer was completely hindered despite the fact that the monolayer was more expanded than that of a corresponding carboxylic acid derivative in which the photoisomerization proceeded.
Solid–Solid Catalysis by Inorganic Solid Acids: Pinacol Rearrangement over a Heteropoly Compound Consisting of Fine Particles
Authors: Toyoshi Yasuo , Nakato Teruyuki , Okuhara Toshio 
Published: June 2006

Abstract
Solid-state pinacol rearrangement of 1,1,2-triphenyl-1,2-ethanediol was performed over various solid acids at room temperature. The reaction was initiated by grinding a mixture of the solid reactant and catalyst for 5 min at room temperature. Heteropoly compounds (Cs2.5H0.5PW12O40 and H3PW12O40) and polymer resins (Amberlyst®-15 and Nafion®/SiO2), all which possess strong acidities, were active, whereas H-ZSM-5, SiO2–Al2O3, and p-toluenesulfonic acid were inactive. Cs2.5H0.5PW12O40 showed the highest activity (per unit catalyst weight). The turnover number, which is defined as the number of molecules reacted divided by the number of protons on the surface, exceeded 20 for 9 h, indicating that the solid–solid reaction proceeded catalytically. This activity of Cs2.5H0.5PW12O40 was higher than that for the solid–liquid reaction carried out in chloroform at room temperature, demonstrating the superiority of the solid–solid catalysis. Powder X-ray diffraction measurements indicated that the reactant crystals became nearly amorphous by grinding with Cs2.5H0.5PW12O40, while the crystallinity of Cs2.5H0.5PW12O40 was unchanged. The microstructure built up from fine particles of Cs2.5H0.5PW12O40 would be favorable to intimate contact of the reactant with the catalyst.
Separation Behavior of Biological Constituents Having cis-Diol Groups through Interactions with Phenylboronic Acid Sites Introduced on the Inner Wall of a Fused-Silica Capillary
Authors: Tsukagoshi Kazuhiko , Hashimoto Masahiko , Otsuka Miwa , Nakajima Riichiro , Kondo Kazuo 
Published: June 2006

Abstract
Phenylboronic acid sites were introduced onto the inner wall of a fused-silica capillary through the polymerization of 3-acrylamidophenylboronic acid after activating the wall by a silane coupling reagent. The phenylboronic acid-modified capillary was examined from various viewpoints of separation chemistry. Nucleosides having cis-diol groups were mainly used as model samples. The phenylboronic acid-modified capillary successfully separated a mixture of nucleosides, for example, an adenosine and deoxyadenosine mixture, in capillary electrophoresis. The separation was based on an interaction between the cis-diol groups and the phenylboronic acid sites on the capillary wall. The cooperation of borate migration buffer with the modified capillary could improve the resolution. The separation of a d- and l-glucoses mixture was also indicated with the coexistence of β-cyclodextrin in electrophoresis using a modified capillary. Furthermore, mixtures of nucleosides were separated with satisfactory results by chromatography utilizing a solute-wall interaction in the modified capillary, where the eluate was delivered through the capillary by a gravity method without any electrophoresis. The separation of biological constituents in this study, which took advantage of the interaction between the solutes and the inner wall of the capillary, is interesting as a new separation technique in not only capillary electrophoresis, but also capillary chromatography.
Highly Efficient Solvent Extraction of Water-Soluble Macrocyclic Metal Ligands, Hydroxycalix[n]arene-p-sulfonates (n = 4, 6, 8) with Trioctylmethylammonium Chloride
Authors: Nishida Masashi , Sonoda Miwako , Ishii Daido , Yoshida Isao 
Published: June 2006

Abstract
Water-soluble hydroxycalix[n]arene-p-sulfonates, 1nn− (n = 4, 6, and 8), were quantitatively extracted from an aqueous solution into chloroform with trioctylmethylammonium ion (TMA+) over a wide pH range. The extraction reaction of 1nn− with TMA+Cl− and the extraction constants were determined from slope analyses of linearized extraction data and by the mole-ratio method. It was demonstrated that 1nn−, having n moles of sulfonato groups in an aqueous solution, could be extracted as 1n (TMA+)n by associating with n moles of TMA+ at a pH lower than that at which protonic dissociation of hydroxyl groups takes place, and that 1n (TMA+)(n+j) was extracted at a pH higher than that for j moles of hydroxyl groups dissociate to form 1n(n+j)−. The extractability of 1nn− increased in the order of n (4 &lt; 6 &lt; 8); also, the pH range where complete extraction took place became wider in the same order. As a possible application of the present extraction system, metal extraction with 144− was also shown for the purpose of selective separation of some metal ions.
Thermal Isomerization of mer-[RhH(SAr)(SiHAr′2)(PMe3)3] to fac-[RhH2{SiAr′2(SAr)}(PMe3)3] Involving Thiolato Group Transfer from Rh to Si
Authors: Osakada Kohtaro , Hataya Kouji , Yamamoto Takakazu 
Published: June 2006

Abstract
Heating of a benzene or toluene solution of mer-[RhH(SAr)(SiHAr′2)(PMe3)3] (Ar = C6H5, C6H4Me-p, C6H4OMe-p; Ar′ = C6H5, C6H4Me-p, C6H4F-p, C6H4CF3-p) at 30—50 °C gives fac-[RhH2{SiAr′2(SAr)}(PMe3)3] quantitatively through thiolato group transfer from Rh to Si. X-Ray structural analysis of fac-[RhH2{SiPh2(SPh)}(PMe3)3] reveals octahedral coordination with three PMe3 ligands at facial coordination sites, while the 1H NMR spectra show the presence of two equivalent hydrido ligands. The other Rh complexes are isolated or characterized in situ by means of NMR spectroscopy. The reaction of mer-[RhH(SC6H4Me-p)(SiHPh2)(PMe3)3] to form the Rh complex obeys first-order kinetics with the kinetic parameters: ΔG‡ = 98.6 kJ mol−1, ΔH‡ = 94.9 kJ mol−1, and ΔS‡ = −12 J mol−1 deg−1 at 298 K. The rate constants of the reaction of mer-[RhH(SC6H4X-p)(SiHPh2)(PMe3)3] (X = H, Me, OMe) increase with increasing Hammett constant σp of substituent X. The substituent of the diarylsilyl ligand of mer-[RhH(SC6H4X-p){SiH(C6H4Y-p)2}(PMe3)3] (X = Me or OMe; Y = H, Me, F, CF3) also influences the reaction rate constant, while the degree of enhancement is not directly related to the electron donating or withdrawing ability of substituent Y. Possible reaction mechanisms are discussed based on these results.
Oxidative Addition of a Hypervalent Transannular Sulfur–Sulfur Bond to a Pd(0) Complex: Synthesis and Crystal Structures of 1,5-Dithiacyclooctanepalladium(II) Bis(trifluoromethanesulfonate) Having Phosphine Ligands
Authors: Oshiki Toshiyuki , Mashima Kazushi , Yamagata Tsuneaki , Tani Kazuhide 
Published: June 2006

Abstract
A hypervalent compound 1,5-bis(trifluoromethylsulfonyloxy)-1λ4,5λ4-dithiabicyclo[3.3.0]octane (1) oxidatively reacted with Pd2(dba)3 (dba = dibenzylidene acetone) in acetonitrile to give a dicationic complex [Pd(dtco)(CH3CN)2](OTf)2 (2) (DTCO = 1,5-dithiacyclooctane), in which the DTCO ligand coordinated in cis-chelation to the palladium metal. Acetonitrile in 2 was labile enough to be readily replaced by phosphine ligands to give dicationic DTCO-phosphine palladium complexes of the formula [Pd(dtco)(L)2](OTf)2 (3: L = PMe2Ph; 4: L = PPh3; 5: L2 = 1,2-bis(diphenylphosphino)ethane; 6: L2 = (R)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl). Molecular structures of 5 and 6 have been characterized by X-ray analysis, indicating that each of these two complexes consists of a discrete dicationic palladium(II) species [Pd(dtco)L2]2+ and two trifluoromethanesulfonate ions without any cation–anion bonding interaction, and revealing that the DTCO is coordinated to the palladium center as a bidentate ligand and that two phosphorus atoms ultimately coordinated to the metal in cis-fashion.
Preparation of Silanediyl-Bridged Fe–Fe and Fe–W Dinuclear Complexes. X-Ray Structures of [Cp*Fe(CO)(μ-CO){μ-Si(H)CHPh2}(CO)nMCp] (Cp* = C5Me5, Cp = C5H5, M = Fe, n = 1; M = W, n = 2)
Authors: Luh Lung-Shiang , Wen Yuh-Sheng , Tobita Hiromi , Ogino Hiroshi 
Published: June 2006

Abstract
Photolysis of a 2 : 1 mixture of [Cp*Fe(CO)2Me] and Ph2CHSiH3 produces mainly the mononuclear silyl complex [Cp*Fe(CO)2{Si(H)2CHPh2}] (1) together with two silanediyl-bridged diiron complexes: cis- and trans-[Cp*2(CO)2Fe2(μ-CO){μ-Si(H)CHPh2}] (2), and [{Cp*Fe(CO)2}2]. The trans-2 complex isomerizes to cis-2 photochemically, but no cis–trans isomerization occurs thermally below 100 °C. Photolysis of [CpFe(CO)2SiMe3] or [CpW(CO)3Me] in the presence of 1 produces novel silanediyl-bridged complexes [Cp*Fe(CO)(μ-CO){μ-Si(H)CHPh2}(CO)nMCp] (3: M = Fe, n = 1; 4: M = W, n = 2) in moderate yields. Complexes 3 and 4 have been characterized by X-ray diffraction analysis. To the best of our knowledge, complex 4 is the first example of a silanediyl-bridged Fe–W complex. The Cp and Cp* rings are mutually cis with the dihedral angle of 78.7(2)° in complex 3, but they are trans with the dihedral angle of 13.1(6)° in complex 4.
Steric Control of Polynuclear Manganese Complexes by the Use of Tripodal Tetradentate Ligands
Authors: Hirotsu Masakazu , Kojima Masaaki , Mori Wasuke , Yoshikawa Yuzo 
Published: June 2006

Abstract
Tripodal tetradentate ligands (H2L1: N,N-bis(2-hydroxybenzyl)-N′,N′-dimethylethylenediamine, H2L2: N-(3,5-di-t-butyl-2-hydroxybenzyl)-N-(2-hydroxybenzyl)-N′,N′-dimethylethylenediamine, H2L3: N,N-bis(3,5-di-t-butyl-2-hydroxybenzyl)-N′,N′-dimethylethylenediamine, H2L4: N,N-bis(2-hydroxy-3-methoxybenzyl)-N′,N′-dimethylethylenediamine, H2L5: N-(3,5-di-t-butyl-2-hydroxybenzyl)-N-(2-hydroxy-3-methoxybenzyl)-N′,N′-dimethylethylenediamine) made it possible to prepare sterically controlled polynuclear manganese complexes. In the presence of carboxylate ligands, in contrast to the L3 ligand which gave mononuclear MnIII complexes, the other ligands afforded mixed-valence trinuclear complexes with an MnIII–MnII–MnIII arrangement. In methanol, the general formula of the products is [Mn3(L)2(carboxylato)2(OCH3)2]. While preparations in acetonitrile generated [Mn3(L1)2(ba)4] (ba = benzoate(1−)) and [Mn3(L2)2(ba)2(OH)2]. The structure of [Mn3(L1)2(ba)4] was determined by X-ray analysis. The three manganese cores are arranged linearly, and the central and terminal ions are bridged by a phenolate and two carboxylate groups. In the case of the L5 ligand, dinuclear and tetranuclear complexes were also obtained and structurally characterized. In the dinuclear complex, [Mn(L5)(CH3OH)(OCH3)MnCl2], a distorted octahedral MnIII and a five-coordinated MnII site are bridged by a phenolate and an alkoxo oxygen donor. The tetranuclear complex, [Mn4(L5)2(ba)6], including an MnIII–MnII–MnII–MnIII arrangement, is regarded as a carboxylato bridged dimer of a dinuclear unit, [Mn(L5)(ba)2Mn]+. Because the bulkiness of the L5 ligand lies between the L2 and L3 ligands, the dinuclear unit is favorable. Variable-temperature magnetic susceptibility measurements showed the ferromagnetic spin-exchange coupling for [Mn(L5)(CH3OH)(OCH3)MnCl2] and the antiferromagnetic one for [Mn3(L1)2(ba)4]. The phenolato and alkoxo bridges give rise to the ferromagnetic exchange interactions between MnIIIand MnII ions. On the other hand, the antiferromagnetic interactions stem from carboxylato bridges.
Generation and Carbonyl Addition Reactions of Dibromofluoromethyllithium Derived from Tribromofluoromethane as Applied to the Stereoselective Synthesis of Fluoro Olefins and 2-Bromo-2-fluoro-1,3-alkanediols
Authors: Shimizu Masaki , Yamada Nobuko , Takebe Yoko , Hata Takeshi , Kuroboshi Manabu , Hiyama Tamejiro 
Published: June 2006

Abstract
The treatment of tribromofluoromethane with BuLi in THF–Et2O (2 : 1) at −130 °C generated dibromofluoromethyllithium, which was allowed to react smoothly with a coexisting aldehyde or ketone (RR′C=O) to give fluorinated alcohol RR′C(OH)CFBr2 (3) in good yield. Alcohol 3 was converted stereoselectively to (E)-1-bromo-1,2-difluoro olefin 5 via fluorination with Et2NSF3, followed by dehydrobromination with lithium 2,2,6,6-tetramethylpiperidide, while (E)-1-bromo-1-fluoro olefin was obtained with high selectivity by acetylation of 3, followed by reductive elimination using EtMgBr/(i-Pr)2NH. Difluoro olefin 5 underwent a cross-coupling reaction with an aryl, alkenyl, or alkynylmetal reagent to afford the corresponding fluoro olefin with retention of configuration. On the other hand, the treatment of RCH[OCH2O(CH2)2OCH3]CFBr2 with BuLi at −130 °C in the presence of 4-heptanone gave the corresponding adduct diastereoselectively. The stereochemical outcome is explained in terms of chelation between lithium and oxygen atoms of the (2-methoxyethoxy)methyl group. Starting with 2-phenylpropanal, a product is obtained highly selectively containing three contiguous stereocenters including a –CFBr– moiety.