ENZYMATIC ASYMMETRIZATION OF MESO-2-CYCLOALKEN-1,4-DIOLS AND THEIR DIACETATES IN ORGANIC AND AQUEOUS-MEDIA

被引:72
作者
JOHNSON, CR
BIS, SJ
机构
[1] Department of Chemistry, Wayne State University, Detroit
关键词
D O I
10.1016/S0040-4039(00)60167-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
meso-2-Cycloalken-1,4-diols or the corresponding diacetates with five-, six-, and seven-membered rings were subjected to enzymatic asymmetrizations utilizing a recombinant version of lipase B from Candida antarctica (Novo SP-435) in organic or aqueous media.
引用
收藏
页码:7287 / 7290
页数:4
相关论文
共 15 条
[1]   A HIGHLY ENANTIOSELECTIVE HYDROLYSIS OF CIS-3,5-DIACETOXYCYCLOPENT-1-ENE - AN ENZYMATIC PREPARATION OF 3(R)-ACETOXY-5(S)-HYDROXYCYCLOPENT-1-ENE [J].
DEARDORFF, DR ;
MATTHEWS, AJ ;
MCMEEKIN, DS ;
CRANEY, CL .
TETRAHEDRON LETTERS, 1986, 27 (11) :1255-1256
[2]  
DUMORTIER L, 1992, SYNLETT, P243
[3]  
Johnson C., UNPUB
[4]   ENANTIOSELECTIVE SYNTHESIS OF 6-CYCLOHEPTENE-1,3,5-TRIOL DERIVATIVES BY ENZYMATIC ASYMMETRIZATION [J].
JOHNSON, CR ;
GOLEBIOWSKI, A ;
MCGILL, TK ;
STEENSMA, DH .
TETRAHEDRON LETTERS, 1991, 32 (23) :2597-2600
[5]   APPLICATIONS OF ENZYMES IN THE SYNTHESIS OF BIOACTIVE POLYOLS [J].
JOHNSON, CR ;
ADAMS, JP ;
BIS, SJ ;
DEJONG, RL ;
GOLEBIOWSKI, A ;
MEDICH, JR ;
PENNING, TD ;
SENANAYAKE, CH ;
STEENSMA, DH ;
VANZANDT, MC .
PURE AND APPLIED CHEMISTRY, 1992, 64 (08) :1115-1120
[6]  
JOHNSON CR, 1992, SYNLETT, P813
[7]  
JOHNSON CR, 1991, J CHEM SOC CHEM COMM, V15, P1006
[8]   A RULE TO PREDICT WHICH ENANTIOMER OF A SECONDARY ALCOHOL REACTS FASTER IN REACTIONS CATALYZED BY CHOLESTEROL ESTERASE, LIPASE FROM PSEUDOMONAS-CEPACIA, AND LIPASE FROM CANDIDA-RUGOSA [J].
KAZLAUSKAS, RJ ;
WEISSFLOCH, ANE ;
RAPPAPORT, AT ;
CUCCIA, LA .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (08) :2656-2665
[9]  
KLIBANOV AM, 1990, ACCOUNTS CHEM RES, V23, P11
[10]   A FACILE CHEMOENZYMATIC ROUTE TO OPTICALLY PURE BUILDING-BLOCKS FOR CYCLOPENTANOID NATURAL-PRODUCTS [J].
LAUMEN, K ;
SCHNEIDER, MP .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (16) :1298-1299