bluuebunny/crossref_metadata_2025_split huggingface dataset:
Preparation and Some Properties of Linear-Type S-Bridged IrIIICoIIIIrIII Trinuclear Complexes with 2-Aminoethanethiolate (aet) or l-Cysteinate (l-cys). Crystal Structure of ΔΛ-[Co{Ir(aet)3}2](NO3)3
Authors: Konno Takumi , Nakamura Kenji , Okamoto Ken-ichi , Hidaka Jinsai 
Published: August 2006

Abstract
The reactions of newly prepared fac(S)-[IrIII(aet)3] or ΔLLL-fac(S)-[IrIII(l-cys-N,S)3]3− with Co2+, followed by the air or H2O2 oxidation, gave linear-type S-bridged trinuclear complexes, [CoIII{IrIII(aet)3}2]3+ and ΔLLLΔLLL-[CoIII{IrIII(l-cys-N,S)3}2]3−. The aet trinuclear complex was separated and optically resolved into the ΔΛ, ΔΔ, and ΛΛ isomers and the crystal structure of the ΔΛ isomer was determined by X-ray diffraction. [Co{Ir(aet)3}2](NO3)3·2H2O, chemical formula C12H40N9S6O11CoIr2, crystallizes in the triclinic, space group with a = 8.945(2), b = 12.073(3), c = 8.849(3) Å, α = 110.36(2), β = 102.55(2), γ = 70.88(2)°, U = 841(2) Å3, Z = 1, and R = 0.059. The central Co(III) has a trigonally distorted octahedral geometry, coordinated by six thiolato sulfur atoms from the octahedral Δ- and Λ-fac(S)-[Ir(aet)3] terminals. The other trinuclear complexes were characterized by their absorption, CD, and 13C NMR spectra. The meso–racemic isomerization, which results from the cleavage of the Co–S bonds, was recognized for [Co{Ir(aet)3}2]3+ in D2O, methanol–H2O, and ethanol–H2O. The cyclic voltammogram of rac-[Co{Ir(aet)3}2]3+ in water showed two almost reversible redox couples at −0.23 V and +0.73 V (vs. Ag/AgCl). The chemical properties of the present IrIIICoIIIIrIII complexes are discussed in comparison with those of the corresponding RhIIICoIIIRhIII and CoIIICoIIICoIII complexes.
Diastereoselectivity in the Preparation of 4-Phenylthio-4-butanolide Derivatives by the Use of the Pummerer Rearrangement
Authors: Su Huiwen , Hiwatari Yuichi , Soenosawa Masanobu , Sasuga Kenji , Shirai Kozo , Kumamoto Takanobu 
Published: August 2006

Abstract
Diastereoselectivity in the preparation of 4-phenylthio-4-butanolide derivatives by the Pummerer rearrangement of 4-phenylsulfinylbutanoic acid derivatives was clarified. The reaction of 3-alkyl-4-phenylsulfinylbutanoic acid with acetic anhydride resulted in the predominant formation of trans-3-alkyl-4-phenylthio-4-butanolide. Lactonization of 2,3-dialkyl-4-phenylsulfinylbutanoic acid gave (2RS,3RS, 4SR)-2,3-dialkyl-4-phenylthio-4-butanolide predominantly.
Chemical Interactions between 1,2,4-Triazole-3-thiols and π-Acceptors
Authors: Hassan Alaa A , Mohamed Nasr K , Ibrahim Yusria R , Sadek Kamal U , Mourad Aboul-Fetouh E 
Published: August 2006

Abstract
4-Amino-5-mercapto-5-substituted 4-amino-1,2,4-triazole-3-thiols 1a, b reacted with tetrachloro-, tetrafluoro-p-benzoquinone and 2,3-dichloro-1,4-naphthoquinone as well as 2-(dicyanomethylene)-1,3-indandione via charge-transfer (CT) complex formation giving naphthotriazolothiadiazinone 2a—d, bistriazolobenzobisthiadiazine 3a—d, triazolobenzothiadiazinone 4a, b, bistriazolonaphthobisthiadiazine 5a, b, and indenatriazolothiadiazepine 7a, b derivatives.
New Synthetic Methods and Reagents for Complex Carbohydrates. VII. Syntheses and Glycosylation Reactions of Glycopyranosyl Dimethylphosphinothioate Series Having a Nonparticipating Group at the C-2 Position
Authors: Yamanoi Takashi , Nakamura Kazumi , Sada Shuji , Goto Masahiro , Furusawa Yoji , Takano Masaaki , Fujioka Ayumi , Yanagihara Kenji , Satoh Yuzuru , Hosokawa Hideaki , Inazu Toshiyuki 
Published: August 2006

Abstract
Several glycopyranosyl dimethylphosphinothioates having a nonparticipating group at the C-2 position could be easily prepared by reactions of the corresponding glycopyranose and dimethylphosphinothioyl chloride using butyllithium as a base in tetrahydrofuran. These dimethylphosphinothioates are stable at room temperature and gave the corresponding α-glycosides, predominantly in good yields, by reactions with alcohols using silver perchlorate as an activator in the presence of molecular seives 4A in benzene at room temperature. Also, the combined use of iodine and a catalytic amount of triphenylmethyl perchlorate was effective for this glycosidation as a new activating system instead of silver perchlorate. Further, the synthetic intermediates of H-disaccharide and the Lewis X antigen were prepared using the present method.
Optical Resolution of 2- and 3-Hydroxyalkyltriphenylphosphonium Salts. Stereoselective Synthesis of Enantiomerically Pure (E)- and (Z)-Homoallylic Alcohols
Authors: Okuma Kentaro , Tanaka Yuichiro , Ohta Hiroshi , Matsuyama Haruo 
Published: August 2006

Abstract
Optically active 2- and 3-hydroxyalkyltriphenylphosphonium salts were prepared by the optical resolution of their 2,3-di-O-benzoyltartrates. The reaction of these salts with butyllithium afforded the corresponding ylides, which reacted with aldehydes to give optically active (E)-homoallylic alcohols in good yields. 3-Hydroxyalkyltriphenylphosphonium salts were converted into the corresponding diphenylphosphine oxides by the reaction with aq NaOH, which reacted with sodium hydride followed by the addition of benzaldehyde to afford optically active (Z)-homoallylic alcohols.
Intramolecular Interaction of Porphyrin Moieties in 2,5-Piperazinedione-Bridged Porphyrin Dimers
Authors: Tamiaki Hitoshi , Suzuki Shinji , Maruyama Kazuhiro 
Published: August 2006

Abstract
Diastereomerically pure 2,5-piperazinedione-bridged meso-tetraarylporphyrin dimers were synthesized with easy procedures. 1H NMR, UV-vis, and CD spectra showed that porphyrin moieties in the l,l-molecule interacted more strongly than those in the d,l-isomer and this interaction decreased with substitution by 3,5-di-t-butyl groups on the meso-phenyl substituents.
Synthesis of Asperuloside Aglucon Silyl Ether and Garjasmine from (+)-Genipin via Gardenoside Aglucon Bis(silyl ether) as a Common Intermediate
Authors: Nakatani Kazuhiko , Shimano Kazunori , Hiraishi Atsushi , Han Qingjun , Isoe Sachihiko 
Published: August 2006

Abstract
Syntheses of C6-functionalized iridoids represented by asperuloside aglucon silyl ether (4) and garjasmine were accomplished from (+)-genipin by utilizing the gardenoside aglucon bis(silyl ether) (3) as a common intermediate. During the transformation of 3 into 4, the acid-catalyzed transposition reaction of the tertiary hydroxyl group was found to proceed from more hindered concave side to give C6-hydroxylated compound having the same stereochemistry as that of C6 in 4. This observed hydroxyl group transposition reaction was interesting since such migration of hydroxyl group in the proposed biosynthetic pathway of gardenoside from geniposide proceeded to the opposite direction.
A Sensitive Fluorometric Assay for Activity of Pepsin
Authors: Yonezawa Hiroo , Yamada Kazuhiko , Uchikoba Tetsuya , Kaneda Makoto 
Published: August 2006

Abstract
Fluorogenic substrates of pepsin; Dns–Ala–Ala–Phe–Trp–Val–Leu–OCH2Py (I), Ala–Ala–Trp–Phe–Leu–NHNHDns (II), and Ala–Ala–Trp–Phe–NHNHDns (III) were synthesized by a solution method and their properties were compared with Dns–Ala–Phe–Trp–Val–Leu–OCH2Py (IV). The synthetic substrates I and II were cleaved specifically between Phe and Trp residues by pepsin and increased the fluorescence, although, the substrate III was not hydrolyzed by pepsin. The hydrolysis rates of the substrates by pepsin were measured by the increase in fluorescence.
The substrate I was hydrolyzed with pepsin by hundreds times faster than the substrates II and IV. The minimal detectable pepsin concentration of the substrate I was 0.5 nM and those of the substrates II and IV were 20 nM and 50 nM (M = mol dm−3). The substrates were sufficiently soluble in acidic buffers at their optimum pH. The inhibition rates of pepstatin and diazoacetyl-phenylalanine methyl ester for the activity of pepsin were measured by the use of the substrates IV and II. The activity of pepsin was inhibited by pepstatin within 15 s after mixing and by diazoacetyl-phenylalanine methyl ester within 120 s.
The resultant assay for pepsin is very sensitive and convenient and it is possible to determine rate of hydrolysis continuously.
Novel Adsorption and Desorption Chemiluminescence of 10,10′-Disubstituted 9,9′(10H,10′H)-Biacridinylidenes in Alumina Slurries
Authors: Yamada Sachiko , Maeda Koko 
Published: August 2006

Abstract
10,10′-Disubstituted 9,9′(10H,10′H)-biacridinylidene (1) has a novel chemiluminescence (CL) in an alumina slurry. The CL is yellowish green emissions I and II from the excited singlet state of adsorbed 1 onto alumina, 11*(ads), and blue emission III from the excited singlet state of 10-substituted 9(10H)-acridinone (2), 12*. In this study the effects of alumina activity and solvent polarity on the generation of those emitters were investigated and the mechanism was clarified: 1) 11*(ads) is generated by two-step electron transfers, the first electron transfer from 1 to O2 gives 1+•(ads) accompanied by adsorption of 1 and the following electron transfer from –OH and/or –O− on alumina to 1+•(ads) gives 11*(ads), and 2) 12* is generated from the reaction of 12+ and O2−•, both of which are formed during the reaction of emissions I and II. The two key compounds, 12+ and O2−•, were detected spectroscopically. O2−• in a slurry of 1, benzene, and highly activated alumina was found to be extremely stable and to generate 12* upon the addition of alcohol to the slurry. Then terms “adsorption chemiluminescence” for emissions I and II, and “desorption chemiluminescence” for emission III are proposed.
Studies of the Selective O-Alkylation and Dealkylation of Flavonoids. XV. A Convenient Synthesis of 3,5,6-Trihydroxy-7-methoxyflavones and Revised Structures of Two Natural Flavones
Authors: Tominaga Hideaki , Horie Tokunaru 
Published: August 2006

Abstract
A mixture of 6-hydroxy-3,4′,5,7-tetramethoxy- and 5,6-dihydroxy-3,4′,7-trimethoxyflavone was converted into 6-acetoxy-5-hydroxy-3,4′,7-trimethoxyflavone by acetylation and following dealkylation. The 3-methoxyl group in the tosylate of the 5-hydroxyflavone was selectively cleaved with anhydrous aluminum bromide in acetonitrile to give 6-acetoxy-3-hydroxy-4′,7-dimethoxy-5-(tosyloxy)flavone. 3,6-Dihydroxy-4′,7-dimethoxy-5-(tosyloxy)flavone, a deacetylated product of the flavone, was easily hydrolyzed to the desired 3,5,6-trihydroxy-4′,7-dimethoxyflavone in high yield via the corresponding 6-methoxymethyl ether. Eight 3,5,6-trihydroxy-7-methoxyflavones were synthesized by this method and their properties were clarified. Additionally, two 3,5,8-trihydroxy-7-methoxyflavones were synthesized by a similar method and the structures of two natural flavones which were proposed as 3,5,6-trihydroxy-7-methoxyflavone derivatives were revised to be 4′,7-dimethoxy- and 3′,4′,7-trimethoxy-3,5,8-trihydroxyflavones.
Preparation of Silole Derivatives and Their Reactions with Dimethyl Acetylenedicarboxylate
Authors: Terunuma Daiyo , Hirose Masashi , Motoyama Yuki , Kumano Kayo 
Published: August 2006

Abstract
Reaction of silole derivatives such as 1,1,3,4-tetramethylsilole (1)1) and 2,3-dimethyl-5-silaspiro[4.4]nona-1,3-diene (2) with dimethyl acetylenedicarboxylate (DMADC) were investigated. It was found that the reactions of 1 and 2 with DMADC in toluene gave 7-membered ring compounds; trimethyl 7-methoxy-3,3,3′,4′-tetramethyl-6-oxa-3-sila-1,2-benzocyclohepta-1,4-diene-4,5,6′-tricarboxylate and trimethyl 5-methoxy- 8,9-dimethylspiro[5H-4,1-benzoxasilepin-1,1′-silacyclopentane]-2,3,6-tricarboxylate, respectively.
Synthetic Photochemistry. LXI. A Total Synthesis of (±)-Valeranone, a cis-Decalone Sesquiterpenoid from Valeriana officinalis, via an Intramolecular Photocycloaddition
Authors: Takeshita Hitoshi , Cui Ying-She , Kato Nobuo , Mori Akira 
Published: August 2006

Abstract
Starting from the intramolecular [2+2] cycloaddition of 2,6-dimethyl-2-(3,4-dimethyl-3-cyclohexenyl)-4H-1,3-dioxin-4-one, (±)-valeranone, a cis-decalone sesquiterpenoid from Valeriana officinalis, was totally synthesized in stereoselective fashion.
Development of a Linker with an Enhanced Stability for the Preparation of Peptide Thioesters and Its Application to the Synthesis of a Stable-Isotope-Labelled HU-Type DNA-Binding Protein
Authors: Hojo Hironobu , Kwon Yeondae , Kakuta Yoshimitsu , Tsuda Sakae , Tanaka Isao , Hikichi Kunio , Aimoto Saburo 
Published: August 2006

Abstract
An S-alkyl-thioester-moiety-containing linker with an enhanced stability on a resin has been developed. A linker containing S-alkyl thioester with a spacer group, –CO–SC(CH3)2CH2CO–Nle–, was stable during the peptide chain elongation cycle. This thioester was stable under HF treatment conditions, and was rapidly activated by silver ions in the presence of N-hydroxysuccinimde (HONSu) to form a peptide bond. Using this linker, peptide segments covering the HU-type DNA-binding protein of Bacillus stearothermophilus (HBs), which was site-specifically labelled with 2H, 13C, and 15N, were prepared. Using these peptide segments, multi-labelled HBs was synthesized. Distinct signals of 2H, 13C, and 15N in HBs were detected by NMR spectrometry.
Syntheses and Spectral Properties of Norbornadiene-Fused Heterocycles: 1,3-Diphenyl-4,7-dihydro-4,7-methanobenzo[c]thiophene, -4,7-methano-2H-isoindole, and -4,7-methanoisobenzofuran
Authors: Kobayashi Tomoshige , Ono Katsuhiko , Suda Hirokazu , Yamashita Yoshiro , Kato Hiroshi 
Published: August 2006

Abstract
The syntheses of a novel diphenyl-substituted thiophene, pyrrole, and furan fused at the 3- and 4-positions with norbornadiene are described. Structures of these molecules are discussed on the basis of spectral properties by comparison with those of cyclohexene-fused derivatives. Single crystal X-ray structural analysis of the norbornadiene-fused thiophene as well as the PM3 calculations of the related compounds revealed that the bond angles of carbon atoms at the ring-junction of norbornadiene-fused heterocycles are distorted.
Synthesis of Optically Active Ferrocene Analogues of Salicylic Acid Derivatives and Rhodium(II)-Catalyzed Asymmetric Intramolecular C–H Insertion of α-Diazo β-Keto Esters Using New Chiral Carboxylato Ligands
Authors: Sawamura Masaya , Sasaki Hiroshi , Nakata Toshiki , Ito Yoshihiko 
Published: August 2006

Abstract
The ferrocene analogue of salicylic acid, 2-hydroxyferrocenecarboxylic acid was synthesized via monolithiation of ferrocene with t-butyllithium, and resolved to optically active forms. Optically active 2-hydroxyferrocenecarboxylic acid was converted to 1-hydroxyferrocenecarbaldehyde, ferrocene analogue of salicylaldehyde, and 2-alkoxyferrocenecarboxylic acids. The later compounds were used as chiral carboxylato ligands for the rhodium(II)-catalyzed asymmetric intramolecular C–H insertion of α-diazo β-keto esters (up to 42% ee).
Reaction of 2-Isoxazolines with Organolithiums in the Presence of Boron Trifluoride
Authors: Uno Hidemitsu , Terakawa Tetsuya , Suzuki Hitomi 
Published: August 2006

Abstract
In the presence of boron trifluoride, 3,4,5-tri-, 3,5,5-tri and 3,5-disubstituted 2-isoxazolines underwent nucleophilic addition of alkyl- and aryllithiums to give 3,3,4,5-, 3,3,5,5-, and 3,3,5-substituted isoxazolidines in moderate to good yields. On the other hand, in the case of 3,4,5,5-tetrasubstituted isoxazolines, the addition did not proceed at all but proton abstraction took place to afford a “ate” complex of isoxazoline anions, formation of which was confirmed by deuteration and the aldol reaction with benzaldehyde.
Stereochemical Control in Microbial Reduction. XXI. Effect of Organic Solvents on Reduction of α-Keto Esters Mediated by Bakers’ Yeast
Authors: Nakamura Kaoru , Kondo Shin-ichi , Kawai Yasushi , Ohno Atsuyoshi 
Published: August 2006

Abstract
Reduction of α-keto esters mediated by bakers’ yeast takes place in an organic solvent without immobilization of the microbe. Several factors such as water content, pH of the solution, amount of bakers’ yeast, and the property of the organic solvent affect to enantioselectivity of the reduction. In benzene, stereochemistry of the reduction shifts markedly toward preferential production of the (R)-α-hydroxy ester. The stereochemical consequence of the present reaction is accounted for by two factors; 1) the inhibition of enzymatic decomposition of the produced (R)-α-hydroxy ester in benzene and 2) the enhancement of relative activities of dehydrogenases or reductases in producing the (R)-α-hydroxy ester under dilute concentrations of the substrate at the vicinity of enzymes.
A Consideration of the Indirect Electrooxidation of Alkylbenzenes by Metal-Ion Mediators
Authors: Morita Masayuki , Masatani Tadahisa , Matsuda Yoshiharu 
Published: August 2006

Abstract
Selective oxidation of substituted alkylbenzenes to the corresponding aromatic aldehydes by metal-ion redox mediators has been investigated. The apparent oxidation potential of the substrate alkylbenzene (Es,ox) measured by voltammetry in an organic medium was used as a measure of the substrate reactivity. The oxidizing power of the mediator was also evaluated based on the apparent reduction potential in the voltammogram (Ered). The yields of the experimentally determined reaction products were explained by the mutual relation between Es,ox of the substrate and Ered of the mediator.
Ab Initio Triplet Potential Energy Curves of Methyl-Substituted Arylethylenes along the Double Bond Twisting
Authors: Segawa Katsunori , Takahashi Ohgi , Kikuchi Osamu , Arai Tatsuo , Tokumaru Katsumi 
Published: August 2006

Abstract
The potential energy curves of triplet states of β-methylstyrene (3) and 2-(1-propenyl)anthracene (4) were obtained by ab initio restricted open-shell Hartree–Fock (ROHF) calculations as a function of the twisted angle of the external double bond. The relative energies of trans, perpendicular, and cis forms of 4, t &lt; p, c, support that the one-way isomerization occurs from cis to trans forms of 4.
Studies on Mixed Chelates. XXI. Synthesis and Crystal Structure of the Binuclear Nickel(II) Complex, μ-(Oxalato)bis[(acetylacetonato)(N,N,N′,N′-tetramethylethylenediamine)nickel(II)]
Authors: Yamada Kasumi , Fukuda Yutaka , Kawamoto Tatsuya , Kushi Yoshihiko , Mori Wasuke , Unoura Kei 
Published: August 2006

Abstract
A new binuclear nickel(II) complex having the formula [Ni2(acac)2(tmen)2ox] (acac = acetylacetonate, tmen = N,N,N′,N′-tetramethylethylenediamine, ox = oxalate) has been characterized, and its crystal structure has been determined at room temperature. This crystal was obtained in its solvated form, [Ni2(acac)2(tmen)2ox]·2TCE (where TCE = 1,1,2,2-tetrachroloethane); orthorhombic system, space group Pcab (No. 61), with a = 20.172(4), b = 17.180(5), c = 13.132(3) Å, Z = 4, R = 0.044. The oxalate ligand acts as a bridging group between the two Ni(II) moieties.
Novel Preparation of Disodium Amidophosphate Hexahydrate, Na2PO3NH2·6H2O, by the Reaction of Sodium cyclo-Triphosphate with Ammonia
Authors: Takenaka Atsushi , Yamanaka Shoji , Hattori Makoto 
Published: August 2006

Abstract
A reaction of sodium cyclo-triphosphate with ammonia at elevated temperatures gave water-insoluble sodium hydrogenamidophosphate, NaHPO3NH2. By treating the NaHPO3NH2 with a sodium hydroxide aqueous solution, disodium amidophosphate hexahydrate (Na2PO3NH2·6H2O) was obtained.
Optical Resolution of Amino Acids and Mandelic Acid by Complex Formation with Copper(II) Ion
Authors: Yamashita Hiroshi , Kayada Shin , Maekawa Takashi 
Published: August 2006

Abstract
The optical resolutions of amino acids and mandelic acid (MA) are done by complexation with copper(II). The optical purity of MA is the best when phenylalanine is used, i.e. 81%, and phenylglycine (PG) is well resolved by using l-MA with the optical purity of 74%. These results are interpreted in terms of the optical absorption energies of the copper(II) complexes in aqueous solution.
Anodic Oxidation of Active Methylene Groups in the Presence of Excess Carboxylic Acid
Authors: Koketsu Jugo , Kurita Masasi , Tamano Michiko , Fujimura Yoshikazu , Ando Fumio 
Published: August 2006

Abstract
The anodic oxidation of anthrone, (9,(10H)-anthracenone), 9,10-dihydroanthracene and 1-tetralone in acetonitrile was studied under the presence of excess carboxylic acids. The oxidation of anthrone with acetic acid gave anthraquinone, 10-acetoxyanthrone and 10-methyl-10-acetoxyanthrone. A similar reaction of anthrone with propionic acid yielded 10-propionyloxyanthrone. The electronic oxidation of 9,10-dihydroanthracene yielded anthraquinone, anthrone, and 9-acetoxyanthrone under the same conditions. Also, 1-tetralone reacted with acetic acid and propionic acid at the 4 position of the carbonyl group, giving 4-acetoxy- and 4-propionyloxy-1-tetralone, respectively.
Synthesis of New Unsymmetrical Multi-Sulfur TTF Derivatives
Authors: Ikegawa Shunjiro , Miyawaki Kenji , Nogami Takashi , Shirota Yasuhiko 
Published: August 2006

Abstract
Multi-sulfur TTF derivatives with eight or nine sulfur atoms were synthesized for the development of new conducting organic salts. Their oxidation potentials were measured, and compared with those of the related donor molecules. The electrical conductivities of some of the ion radical salts were measured.
Crystal and Molecular Structures of Octaisopropylcyclotetragermane, [(i-Pr)2Ge]4
Authors: Mochida Kunio , Kawajiri Yuko , Goto Midori 
Published: August 2006

Abstract
The crystal and molecular structures of octaisopropylcyclotetragermane, [(i-Pr)2Ge]4 have been determined by X-ray diffraction at room temperature. The triclinic structure was refined by the full matrix least-squares method to a final R = 0.049 for 5091 reflections. The Ge–Ge distances are in the range 2.47—2.48 Å. The Ge4 ring is nonplanar with a dihedral angle of ca. 17°. The Ge–Ge–C and C–Ge–C bond angles appear to bend away due to the steric repulsion of the isopropyl group.
The Cyanation of Aromatic Halides Catalyzed by Nickel(0) Complexes Generated in Situ. II. The Cyanation of Heteroaromatic Halides
Authors: Sakakibara Yasumasa , Ido Yoshinori , Sasaki Ken , Sakai Mutsuji , Uchino Norito 
Published: August 2006

Abstract
The cyanation of 3-bromopyridine catalyzed by in situ generated Ni(PPh3)n was examined with various MCN (M = K, Na)-dipolar aprotic solvent systems by four procedures. Under certain reaction conditions, 3-bromopyridine and several heteroaromatic halides were cyanated to give the corresponding nitriles in fair to good yields. Noticeable differences in reactivity among 3-bromopyridine, 3-bromofuran, 3-bromothiophene, and bromobenzene were observed.
Reductive Deconjugation of α-Bromo α,β-Unsaturated Esters Based on Redox Tautomerism of Diethyl Phosphonate
Authors: Hirao Toshikazu , Hirano Keisuke , Ohshiro Yoshiki 
Published: August 2006

Abstract
Reductive deconjugation of α-bromo α,β-unsaturated esters was performed by DP(O)(OEt)2 or P(OEt)3–H2O in the presence of triethylamine from mechanistic viewpoint and was applied to the synthesis of a precursor of (±)-patulolide A.