ENANTIOSELECTIVE REDUCTION OF DIETHYL 2-OXOALKYLPHOSPHONATES BY BAKERS-YEAST

被引：43
|
作者：
ZYMANCZYKDUDA, E
LEJCZAK, B
KAFARSKI, P
GRIMAUD, J
FISCHER, P
机构：
[1] WROCLAW TECH UNIV,INST ORGAN CHEM BIOCHEM & BIOTECHNOL,PL-50370 WROCLAW,POLAND
[2] ECOLE NATL SUPER CHIM MONTPELLIER,F-34053 MONTPELLIER,FRANCE
[3] UNIV STUTTGART,INST ORGAN CHEM & ISOTOPENFORSCH,W-7000 STUTTGART 80,GERMANY
来源：
TETRAHEDRON | 1995年 / 51卷 / 43期
关键词：
D O I：
10.1016/0040-4020(95)00742-Q
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Baker's yeast catalyses the asymmetric reductive biotransformation of diethyl 2-oxoalkylphosphonates yielding diethyl 2-hydroxyalkylphosphonates in good yields and with high enantiomeric excess (>97%). As indicated by spectral analyses these hydroxyphosphonates exist in conformation which is ''frozen'' by intramolecular hydrogen bonding between phosphonate oxygen and hydroxyl hydrogen.
引用
收藏
页码：11809 / 11814
页数：6
相关论文
共 50 条
  • [1] ENANTIOSELECTIVE MICROBIAL REDUCTION OF FERROCENE ALDEHYDE WITH BAKERS-YEAST
    IZUMI, T
    HINO, T
    SHOJI, K
    SASAKI, K
    KASAHARA, A
    CHEMISTRY & INDUSTRY, 1989, (14) : 457 - 457
  • [2] ENANTIOSELECTIVE REDUCTION OF SOME AROMATIC KETONES BY BAKERS-YEAST
    RUSMAN, S
    KOJICPRODIC, B
    RUZICTOROS, Z
    SUNJIC, V
    LENSTRA, ATH
    CROATICA CHEMICA ACTA, 1991, 63 (04) : 701 - 718
  • [3] ENANTIOSELECTIVE HYDROLYSIS BY BAKERS-YEAST
    GLANZER, BI
    FABER, K
    GRIENGL, H
    TETRAHEDRON LETTERS, 1986, 27 (36) : 4293 - 4294
  • [4] ENANTIOSELECTIVE REDUCTION OF 1,2-DIFORMYLFERROCENE BY BAKERS-YEAST
    IZUMI, T
    HINO, T
    KASAHARA, A
    JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, 1991, 50 (04) : 571 - 573
  • [5] BAKERS-YEAST REDUCTION OF ARYLIDENECYCLOALKANONES
    FOGLIATO, G
    FRONZA, G
    FUGANTI, C
    LANATI, S
    RALLO, R
    RIGONI, R
    SERVI, S
    TETRAHEDRON, 1995, 51 (37) : 10231 - 10240
  • [6] SYNTHESIS OF 2-OXOALKYLPHOSPHONATES
    WU, YL
    JIN, BY
    HU, JY
    YANG, GZ
    KEXUE TONGBAO, 1984, 29 (02): : 268 - 271
  • [7] STEREOSELECTIVE REDUCTION OF 2 ZERANOLE PRECURSORS BY BAKERS-YEAST
    SUNJIC, V
    GELO, M
    RUSMAN, S
    DIGRAZIA, L
    CLAUTI, G
    ENZYME AND MICROBIAL TECHNOLOGY, 1991, 13 (04) : 344 - 348
  • [8] REDUCTION OF PHENYLKETONES BY IMMOBILIZED BAKERS-YEAST
    SORRILHA, AEPM
    MARQUES, M
    JOEKES, I
    MORAN, PJS
    RODRIGUES, JAR
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1992, 2 (02) : 191 - 196
  • [9] ASYMMETRIC REDUCTION OF KETOPANTOLACTONE BY BAKERS-YEAST
    NAKAMURA, K
    KONDO, S
    KAWAI, Y
    OHNO, A
    TETRAHEDRON-ASYMMETRY, 1993, 4 (06) : 1253 - 1254
  • [10] HIGHLY ENANTIOSELECTIVE REDUCTION OF ETHYL 2-ACYLOXY-3-OXOBUTANOATE WITH IMMOBILIZED BAKERS-YEAST
    SAKAI, T
    NAKAMURA, T
    FUKUDA, K
    AMANO, E
    UTAKA, M
    TAKEDA, A
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (10) : 3185 - 3188
12345