MICROBIAL HYDROLYSIS OF 3-SUBSTITUTED GLUTARONITRILES

被引:45
作者
KAKEYA, H [1 ]
SAKAI, N [1 ]
SANO, A [1 ]
YOKOYAMA, M [1 ]
SUGAI, T [1 ]
OHTA, H [1 ]
机构
[1] KEIO UNIV, DEPT CHEM, HIYOSHI 3-14-1, YOKOHAMA, KANAGAWA 223, JAPAN
关键词
D O I
10.1246/cl.1991.1823
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Rhodococcus butanica ATCC 21197 preferentially hydrolyzed pro-S cyano group of 3-substituted glutaronitriles with an aromatic ring. A product with high e.e. (> 99%) was obtained from 3-benzoyloxy derivative.
引用
收藏
页码:1823 / 1824
页数:2
相关论文
共 8 条
[1]   A CONVERGENT SYNTHETIC STRATEGY FOR THE POLYENE MACROLIDE PIMARICIN [J].
BROOKS, DW ;
PALMER, JT .
TETRAHEDRON LETTERS, 1983, 24 (30) :3059-3062
[2]   A GREATLY IMPROVED PROCEDURE FOR RUTHENIUM TETRAOXIDE CATALYZED OXIDATIONS OF ORGANIC-COMPOUNDS [J].
CARLSEN, PHJ ;
KATSUKI, T ;
MARTIN, VS ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (19) :3936-3938
[3]   PREPARATION OF (R)-MEVALONIC AND (S)-MEVALONIC ACIDS [J].
HUANG, FC ;
LEE, LFH ;
MITTAL, RSD ;
RAVIKUMAR, PR ;
CHAN, JA ;
SIH, CJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (14) :4144-4145
[4]   MICROBIAL HYDROLYSIS AS A POTENT METHOD FOR THE PREPARATION OF OPTICALLY-ACTIVE NITRILES, AMIDES AND CARBOXYLIC-ACIDS [J].
KAKEYA, H ;
SAKAI, N ;
SUGAI, T ;
OHTA, H .
TETRAHEDRON LETTERS, 1991, 32 (10) :1343-1346
[5]   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 [J].
KAKEYA, H ;
SAKAI, N ;
SUGAI, T ;
OHTA, H .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1991, 55 (07) :1877-1881
[6]   ENZYMES IN ORGANIC-SYNTHESIS .35. STEREOSELECTIVE PIG-LIVER ESTERASE CATALYZED HYDROLYZES OF 3-SUBSTITUTED GLUTARATE DIESTERS - OPTIMIZATION OF ENANTIOMERIC EXCESS VIA REACTION CONDITIONS CONTROL [J].
LAM, LKP ;
HUI, RAHF ;
JONES, JB .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (11) :2047-2050
[7]   SYNTHESIS OF (S)-4-[(METHOXYCARBONYL)METHYL]-2-AZETIDINONE AND (R)-4-[(METHOXYCARBONYL)METHYL]-2-AZETIDINONE BY CHEMICOENZYMATIC APPROACH [J].
OHNO, M ;
KOBAYASHI, S ;
IIMORI, T ;
WANG, YF ;
IZAWA, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (09) :2405-2406
[8]   CHEMOENZYMATIC SYNTHESIS OF A C5-CHIRAL BUILDING BLOCK - A SUBSTRATE MODIFICATION APPROACH [J].
ROY, R ;
REY, AW .
TETRAHEDRON LETTERS, 1987, 28 (42) :4935-4938