Microbial reduction of alpha,alpha,alpha-Trifluoro-alpha'-sulfenylketones

被引：5

作者：

Arnone, A ^{[1
]}

Biagini, G ^{[1
]}

Cardillo, R ^{[1
]}

Resnati, G ^{[1
]}

Begue, JP ^{[1
]}

BonnetDelpon, D ^{[1
]}

Kornilov, A ^{[1
]}

机构：

[1] POLITECN MILAN,CNR,DIPARTIMENTO CHIM,CTR STUDIO SOSTANZE ORGAN NAT,I-20131 MILAN,ITALY

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 22期

关键词：

D O I：

10.1016/0040-4039(96)00685-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several microorganisms have been employed in the reduction of two alpha,alpha,alpha-trifluoro-alpha'-sulfenylketones. Some of them produce corresponding alcohols in high diastero- and enantioselection, the high conversion in a single enantiomer being secured by the racemization of starting ketones in the biotransformation conditions. Transformation of obtained sulfenyl-trifluoromethyl-alcohols into trifluorometbyl-epoxides is also described. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：3903 / 3906

页数：4

共 14 条

[1]

BEGUE JP, IN PRESS J FLUORINE

[2]

BEGUE JP, 1993, SYNTHESIS-STUTTGART, P1083

[3]

BEGUE JP, IN PRESS SYNTHESIS

[4] HOMOCHIRAL FLUORO-ORGANIC COMPOUNDS .12. ALPHA-HYDROXY BETA-FLUORO ALDEHYDES AND ESTERS, FLUORO EPOXIDES AND GLYCOLS FROM FLUORINATED SULFINYL CHIRONS [J].

BRAVO, P ;

PIOVOSI, E ;

RESNATI, G .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (07) :1201-1208

[5] PREPARATION AND REACTIONS OF ETHYL (R,R)-3-TRIFLUOROMETHYLOXIRANE-2-CARBOXYLATE AND (S,S)-3-TRIFLUOROMETHYLOXIRANE-2-CARBOXYLATE, A VERSATILE, EASILY ACCESSIBLE CF3-CONTAINING BUILDING BLOCK FOR SYNTHESIS [J].

BUSSCHEHUNNEFELD, CV ;

SEEBACH, D .

CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (05) :1273-1281

[6]

DURST T, 1971, J CHEM SOC CHEM COMM, P1334

[7]

FARNUM DG, 1977, TETRAHEDRON LETT, P4009

[8]

KITAZUME T, 1991, ACS S SERIES, V456

[9] STEREOSELECTIVE SYNTHESIS OF CHIRAL 2,3-EPOXYCOMPOUNDS POSSESSING FLUORINATED METHYL-GROUPS [J].

LIN, JT ;

YAMAZAKI, T ;

TAKEDA, M ;

KITAZUME, T .

JOURNAL OF FLUORINE CHEMISTRY, 1989, 44 (01) :113-120

[10] CHIRAL SYNTHESIS VIA ORGANOBORANES .40. SELECTIVE REDUCTIONS .55. A SIMPLE ONE-POT SYNTHESIS OF THE ENANTIOMERS OF (TRIFLUOROMETHYL)OXIRANE - A GENERAL-SYNTHESIS IN HIGH OPTICAL PURITIES OF ALPHA-TRIFLUOROMETHYL SECONDARY ALCOHOLS VIA THE RING-CLEAVAGE REACTIONS OF THE EPOXIDE [J].

RAMACHANDRAN, PV ;

GONG, BQ ;

BROWN, HC .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (01) :41-46

← 1 2 →