ENZYMATIC ACCESS TO HOMOCHIRAL L-ACETOXY-2-HYDROXYCYCLOHEXANE-3,5-DIENE THROUGH LIPASE-ASSISTED ACETYLATION IN ORGANIC-SOLVENT

被引：10

作者：

NICOLOSI, G

PATTI, A

PIATTELLI, M

SANFILIPPO, C

机构：

[1] Istituto per lo Studio delle Sostanze Naturali di Interesse Alimentare e Chimico-Farmaceutico, 95028 Valverde, CT

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 36期

关键词：

D O I：

10.1016/0040-4039(95)01282-M

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantiotoposelective acetylation of cis-1,2-dihydroxycyclohexa-3,5-diene with vinyl acetate in tert-butyl methyl ether, promoted by immobilized lipase from Mucor miehei (Lipozyme(R) IM), afforded (1R,2S)-1-acetoxy-2-hydroxycyclohexa-3,5-diene in good chemical yield and high enantiomeric excess.

引用

页码：6545 / 6546

页数：2

共 15 条

[1] THE USE OF CYCLOHEXA-3,5-DIENE-1,2-DIOLS IN ENANTIOSPECIFIC SYNTHESIS [J].

CARLESS, HAJ .

TETRAHEDRON-ASYMMETRY, 1992, 3 (07) :795-826

[2]

COLLINS AN, 1992, CHIRALITY IND, P127

[3] STEREOSELECTIVE GALACTOSYL TRANSFER TO CIS-CYCLOHEXA-3,5-DIENE-1,2-DIOL [J].

CROUT, DHG ;

MACMANUS, DA ;

CRITCHLEY, P .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (06) :376-378

[4] OXIDATIVE DEGRADATION OF AROMATIC HYDROCARBONS BY MICROORGANISMS .I. ENZYMATIC FORMATION OF CATECHOL FROM BENZENE [J].

GIBSON, DT ;

KOCH, JR ;

KALLIO, RE .

BIOCHEMISTRY, 1968, 7 (07) :2653-&

[5] INCORPORATION OF O-18 INTO BENZENE BY PSEUDOMONAS-PUTIDA [J].

GIBSON, DT ;

CARDINI, GE ;

MASELES, FC ;

KALLIO, RE .

BIOCHEMISTRY, 1970, 9 (07) :1631-&

[6]

JOHNSON CR, 1992, SYNLETT, P388

[7] ENANTIOSELECTIVE SYNTHESES OF (+)-CONDURITOL-C AND (-)-CONDURITOL-C FROM BENZENE VIA MICROBIAL OXIDATION AND ENZYMATIC ASYMMETRIZATION [J].

JOHNSON, CR ;

PLE, PA ;

ADAMS, JP .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (15) :1006-1007

[8]

LEY SV, 1990, SYNLETT, P393

[9] MICROBIAL OXIDATION IN SYNTHESIS - PREPARATION FROM BENZENE OF THE CELLULAR SECONDARY MESSENGER MYO-INOSITOL-1,4,5-TRISPHOSPHATE (IP3) AND RELATED DERIVATIVES [J].

LEY, SV ;

STERNFELD, F .

TETRAHEDRON LETTERS, 1988, 29 (41) :5305-5308

[10]

LEY SV, 1992, SYNLETT, P997

← 1 2 →