PREPARATION OF ENANTIOMERICALLY ENRICHED COMPOUNDS BY USING ENZYMES .11. PREPARATION OF OPTICALLY-ACTIVE ALPHA-HYDROXY ACID-DERIVATIVES BY MICROBIAL HYDROLYSIS OF CYANOHYDRINS AND ITS APPLICATION TO THE SYNTHESIS OF (R)-4-DODECANOLIDE

被引：34

作者：

KAKEYA, H ^{[1
]}

SAKAI, N ^{[1
]}

SUGAI, T ^{[1
]}

OHTA, H ^{[1
]}

机构：

[1] KEIO UNIV,DEPT CHEM,HIYOSHI 3-14-1,KOHOKU KU,YOKOHAMA,KANAGAWA 223,JAPAN

来源：

AGRICULTURAL AND BIOLOGICAL CHEMISTRY | 1991年 / 55卷 / 07期

关键词：

D O I：

10.1080/00021369.1991.10870845

中图分类号：

S3 [农学（农艺学）];

学科分类号：

0901 ;

摘要：

Both enantiomers of aliphatic and aromatic cyanohydrins were hydrolyzed with the aid of Rhodococcus butanica ATCC 21197 to afford optically active alpha-hydroxy acids. The usefulness of this reaction is demonstrated by the synthesis of optically pure (R)-4-dodecanolide, a defensive secretion of rove beetles, starting from (R)-2-hydroxydecanenitrile.

引用

页码：1877 / 1881

页数：5

共 5 条

[1] PREPARATION OF ENANTIOMERICALLY ENRICHED COMPOUNDS BY USING ENZYMES .10. BIOCHEMICAL PREPARATION OF OPTICALLY-ACTIVE 4-HYDROXY-BETA-IONONE AND ITS TRANSFORMATION TO (S)-6-HYDROXY-ALPHA-IONONE
KAKEYA, H
SUGAI, T
OHTA, H
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1991, 55 (07): : 1873 - 1876
[2] PREPARATION OF ENANTIOMERICALLY ENRICHED COMPOUNDS BY USING ENZYMES .9. A SIMPLE PREPARATION OF (R)-2-HYDROXY-4-PHENYL-BUTANOIC ACID
SUGAI, T
OHTA, H
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1991, 55 (01): : 293 - 294
[3] ASYMMETRIC REDUCTION OF CARBONYL-COMPOUNDS BY YEAST .2. PREPARATION OF OPTICALLY-ACTIVE ALPHA-HYDROXY AND BETA-HYDROXY CARBOXYLIC-ACID DERIVATIVES
DEOL, BS
RIDLEY, DD
SIMPSON, GW
AUSTRALIAN JOURNAL OF CHEMISTRY, 1976, 29 (11) : 2459 - 2467
[4] PREPARATION OF ENANTIOMERICALLY ENRICHED COMPOUNDS USING ENZYMES .3. ENZYMATIC PREPARATION OF ENANTIOMERICALLY ENRICHED TERTIARY ALPHA-BENZYLOXY ACID-ESTERS - APPLICATION TO THE SYNTHESIS OF (S)-(-)-FRONTALIN
SUGAI, T
KAKEYA, H
OHTA, H
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (15): : 4643 - 4647
[5] PREPARATION OF OPTICALLY-ACTIVE PHOSPHONIC ACID-DERIVATIVES USING ETHYL L-PROLINATE AND THEIR APPLICATION TO ASYMMETRIC ORGANIC-SYNTHESIS
KOIZUMI, T
IWATA, M
TANAKA, N
HIRUTANI, K
YOSHII, E
HETEROCYCLES, 1984, 21 : 608 - 608

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