LIPASE-CATALYZED RESOLUTION OF 2-SUBSTITUTED 3-CYCLOPENTEN-1-OL DERIVATIVES

被引:4
作者
SAKAI, T
IIDA, Y
KIKUYAMA, S
TSUBOI, S
UTAKA, M
机构
关键词
D O I
10.1246/cl.1991.1651
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
2-Oxabicyclo[3.3.0]oct-6-en-3-one, the key intermediate in the prostaglandin synthsis, was subjected to the optical resolution effectively by use of lipase after conversion to 2-[2-(t-butyldimetylsilyloxy)ethyl]-3-cyclopenten-1-yl acetate and 2-[2-(N,N-dimethylcarbamoyl)methyl]-3-cylopenten-1-yl acetate.
引用
收藏
页码:1651 / 1652
页数:2
相关论文
共 9 条
[2]   TOTAL SYNTHESIS OF PSEUDOMONIC ACID-C [J].
BARRISH, JC ;
LEE, HL ;
MITT, T ;
PIZZOLATO, G ;
BAGGIOLINI, EG ;
USKOKOVIC, MR .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (18) :4282-4295
[3]  
FRIED J, 1976, ADV PROSTAG THROMB R, V1, P183
[4]   REGIOSPECIFIC AND ENANTIOSELECTIVE HORSE LIVER ALCOHOL-DEHYDROGENASE CATALYZED OXIDATIONS OF SOME HYDROXYCYCLOPENTANES [J].
IRWIN, AJ ;
JONES, JB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (05) :1625-1630
[5]   ENZYMES IN ORGANIC-SYNTHESIS [J].
JONES, JB .
TETRAHEDRON, 1986, 42 (13) :3351-3403
[6]   STEREOCHEMICAL STUDIES .62. SYNTHESIS OF OPTICALLY-ACTIVE COMPOUNDS BY THE NOVEL USE OF MESO-COMPOUNDS .1. EFFICIENT SYNTHESIS OF 2 STRUCTURAL TYPES OF OPTICALLY PURE PROSTAGLANDIN INTERMEDIATES [J].
NARA, M ;
TERASHIMA, S ;
YAMADA, S .
TETRAHEDRON, 1980, 36 (22) :3161-3170
[7]   SUBSTRATE NON-ENANTIOSPECIFIC AND PRODUCT ENANTIOSELECTIVE REDUCTION OF BICYCLO[3.2.0]HEPT-2-EN-6-ONE USING YEAST [J].
NEWTON, RF ;
PATON, J ;
REYNOLDS, DP ;
YOUNG, S ;
ROBERTS, SM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (20) :908-909
[8]   ASYMMETRIC SYNTHESIS OF PROSTAGLANDIN INTERMEDIATES [J].
PARTRIDGE, JJ ;
CHADHA, NK ;
USKOKOVIC, MR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (21) :7171-7172
[9]   ASYMMETRIC SYNTHESIS OF A PROSTAGLANDIN INTERMEDIATE USING MICROORGANISMS [J].
TAKANO, S ;
TANIGAWA, K ;
OGASAWARA, K .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (06) :189-190