Control of enantioselectivity in the bakers' yeast reduction of β-keto ester derivatives in the presence of a sulfur compound

被引:29
|
作者
Hayakawa, R [1 ]
Nozawa, K [1 ]
Shimizu, M [1 ]
Fujisawa, T [1 ]
机构
[1] Mie Univ, Dept Chem Mat, Tsu, Mie 514, Japan
关键词
D O I
10.1016/S0040-4039(97)10490-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Improvement of the enantioselectivity and enhancement of the reactivity were achieved in the bakers' yeast reduction of the beta-keto ester derivatives by the addition of a sulfur compound. (C) 1997 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:67 / 70
页数:4
相关论文
共 50 条
  • [31] Immobilization affects the rate and enantioselectivity of 3-oxo ester reduction by baker's yeast
    Buque, EM
    Chin-Joe, I
    Straathof, AJJ
    Jongejan, JA
    Heijnen, JJ
    ENZYME AND MICROBIAL TECHNOLOGY, 2002, 31 (05) : 656 - 664
  • [32] ENANTIOSELECTIVE MICROBIAL REDUCTION OF FORMYL-[4]-FERROCENOPHANE DERIVATIVES BY BAKERS-YEAST
    IZUMI, T
    MURAKAMI, S
    KASAHARA, A
    CHEMISTRY & INDUSTRY, 1990, (03) : 79 - 80
  • [33] STEREOCHEMICAL CONTROL IN MICROBIAL REDUCTION .18. MECHANISM OF STEREOCHEMICAL CONTROL IN THE DIASTEREOSELECTIVE REDUCTION WITH BAKERS-YEAST
    NAKAMURA, K
    KAWAI, Y
    MIYAI, T
    HONDA, S
    NAKAJIMA, N
    OHNO, A
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (05) : 1467 - 1470
  • [34] ASYMMETRIC REDUCTION OF A PROCHIRAL CARBONYL GROUP OF ALIPHATIC GAMMA-KETO AND DELTA-KETO ACIDS BY USE OF FERMENTING BAKERS-YEAST
    UTAKA, M
    WATABU, H
    TAKEDA, A
    JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (19): : 4363 - 4368
  • [35] PREPARATION OF CHIRAL-C5-BUILDING BLOCKS FOR TERPENE SYNTHESIS BY BAKERS-YEAST REDUCTION OF SULFUR-FUNCTIONALIZED PRENYL DERIVATIVES
    SATO, T
    HANAYAMA, K
    FUJISAWA, T
    TETRAHEDRON LETTERS, 1988, 29 (18) : 2197 - 2200
  • [36] HIGHLY ENANTIOSELECTIVE AND DIASTEREOSELECTIVE REDUCTION OF SULFUR-FUNCTIONALIZED CYCLIC-KETONES WITH BAKERS-YEAST
    FUJISAWA, T
    YAMANAKA, K
    MOBELE, BI
    SHIMIZU, M
    TETRAHEDRON LETTERS, 1991, 32 (03) : 399 - 400
  • [37] ASYMMETRIC REDUCTION OF CYCLIC DIKETONES AND KETO-ESTERS WITH BAKERS-YEAST AND ITS APPLICATION TO THE SYNTHESIS OF BIOACTIVE MOLECULES
    KITAHARA, T
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1994, 52 (09) : 722 - 733
  • [38] BAKERS-YEAST REDUCTION OF ALPHA-DIKETONES - INVESTIGATION AND CONTROL OF THE ENZYMATIC PATHWAY
    BESSE, P
    BOLTE, J
    FAUVE, A
    VESCHAMBRE, H
    BIOORGANIC CHEMISTRY, 1993, 21 (03) : 342 - 353
  • [39] Syntheses of Natural Compounds from Yeast-reduction Products of Cyclic γ-Keto Ester and Application to Agrichemicals
    Yamauchi, Satoshi
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2021, 79 (01) : 34 - 42
  • [40] Synthesis of pyrazine via chemoselective reduction of β-keto-α-oximino ester using baker's yeast
    Mo, Kilwoong
    Park, Jin Hyeong
    Kang, Soon Bang
    Kim, Youseung
    Lee, Yong Sup
    Lee, Jae Wook
    Keum, Gyochang
    JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2016, 123 : 29 - 34