The bakers' yeast reductions of α- and β-keto ester derivatives in the presence of a sulfur compound

被引：10
|
作者：
Hayakawa, R [1 ]
Nozawa, K [1 ]
Kimura, K [1 ]
Shimizu, M [1 ]
机构：
[1] Mie Univ, Dept Chem Mat, Tsu, Mie 5148507, Japan
来源：
TETRAHEDRON | 1999年 / 55卷 / 24期
关键词：
bakers' yeast reduction; keto esters; sulfur compound; enantioselectivity;
D O I：
10.1016/S0040-4020(99)00373-7
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 alpha- and beta-keto ester derivatives by the addition of a sulfur compound. High enantioselectivity in the bakers' yeast reduction of keto esters was accomplished by using combination of an addition of a sulfur compound with an appropriate selection of the alcohol part of the ester. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：7519 / 7528
页数：10
相关论文
共 50 条
  • [21] Bakers' Yeast-mediated reductions of some nitro-dibenzofurans
    Irimie, FD
    Paizs, C
    Tosa, MI
    Afloroaei, C
    Miclaus, V
    HETEROCYCLIC COMMUNICATIONS, 1997, 3 (06) : 549 - 553
  • [22] β-hydroxypiperidinecarboxylates:: additions to the chiral pool from bakers' yeast reductions of β-ketopiperidinecarboxylates
    Knight, DW
    Lewis, N
    Share, AC
    Haigh, D
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (22): : 3673 - 3683
  • [23] BAKERS-YEAST REDUCTION OF ARYLALKYL AND ARYLALKENIL GAMMA-KETO AND DELTA-KETO ACIDS
    AQUINO, M
    CARDANI, S
    FRONZA, G
    FUGANTI, C
    FERNANDEZ, RP
    TAGLIANI, A
    TETRAHEDRON, 1991, 47 (37) : 7887 - 7896
  • [24] PRESENCE OF COPPER IN BAKERS-YEAST URIDINE NUCLEOSIDASE
    MAGNI, G
    NATALINI, P
    RUGGIERI, S
    SANTARELLI, I
    VITA, A
    ITALIAN JOURNAL OF BIOCHEMISTRY, 1976, 25 (05): : 420 - 421
  • [25] BIOTRANSFORMATIONS USING CLOSTRIDIA - STEREOSPECIFIC REDUCTIONS OF A BETA-KETO ESTER
    CHRISTEN, M
    CROUT, DHG
    HOLT, RA
    MORRIS, JG
    SIMON, H
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (04): : 491 - 493
  • [26] PYRUVATE CARBOXYLASE FROM BAKERS YEAST - PRESENCE OF BOUND ZINC
    SCRUTTON, MC
    YOUNG, MR
    UTTER, MF
    JOURNAL OF BIOLOGICAL CHEMISTRY, 1970, 245 (22) : 6220 - &
  • [27] BIOSYNTHESIS OF AMINO ACIDS IN BAKERS YEAST INN PRESENCE OF AMMONIA
    KRETOVICH, VL
    KRAUZE, E
    MICROBIOLOGY-USSR, 1961, 30 (05): : 720 - &
  • [28] PROTEIN GLYCOSYLATION THROUGH DOLICHOL DERIVATIVES IN BAKERS-YEAST
    PARODI, AJ
    FEBS LETTERS, 1976, 71 (02) : 283 - 286
  • [29] Amino acid sequence and characterization of aldo-keto reductase from bakers' yeast
    Nakamura, K
    Kondo, S
    Kawai, Y
    Nakajima, N
    Ohno, A
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1997, 61 (02) : 375 - 377
  • [30] ASYMMETRIC REDUCTION OF BETA-KETO-ESTERS WITH AN ENZYME FROM BAKERS-YEAST
    KAWAI, Y
    TSUJIMOTO, M
    KONDO, S
    TAKANOBE, K
    NAKAMURA, K
    OHNO, A
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1994, 67 (02) : 524 - 528
12345