STEREOSELECTIVE SYNTHESIS OF THE TETRASUBSTITUTED CYCLOHEXANE CORE OF A MONOCYCLIC MEVINIC ACID ANALOG

被引:18
作者
ERMOLENKO, MS
OLESKER, A
LUKACS, G
机构
[1] Institut de Chimie des Substances Naturelles, C.N.R.S.
关键词
D O I
10.1016/S0040-4039(00)75797-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stereoselective synthesis of a 1,2,3,4-tetrasubstituted cyclohexane 23, intermediate towards Karanewsky's monocyclic Compactin analogue 3, has been performed starting from levoglucosan 4.
引用
收藏
页码:711 / 714
页数:4
相关论文
共 15 条
[1]   A MILD AND VERSATILE METHOD FOR CARBOXY GROUP ACTIVATION AND ESTERIFICATION [J].
CHANDRASEKARAN, S ;
TURNER, JV .
SYNTHETIC COMMUNICATIONS, 1982, 12 (09) :727-731
[2]  
Chapleur Y., 1993, RECENT PROGR CHEM SY, V2, P829
[3]   SYNTHESIS OF OPTICALLY-ACTIVE SUBSTITUTED CYCLOHEXENONES FROM CARBOHYDRATES BY CATALYTIC FERRIER REARRANGEMENT [J].
CHIDA, N ;
OHTSUKA, M ;
OGURA, K ;
OGAWA, S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (07) :2118-2121
[4]   FORMAL PREPARATION OF SEMISYNTHETIC ANALOGS OF THE CHOLESTEROL-LOWERING AGENT MEVINOLIN [J].
CLIVE, DLJ ;
ZHANG, CZ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (07) :647-649
[5]  
DAMON RE, 1990, 200TH NAT ACS M WASH
[6]   PARA-ANISYL GROUP - A VERSATILE PROTECTING GROUP FOR PRIMARY ALCOHOLS [J].
FUKUYAMA, T ;
LAIRD, AA ;
HOTCHKISS, LM .
TETRAHEDRON LETTERS, 1985, 26 (51) :6291-6292
[8]   ORGANOSELENIUM CHEMISTRY - FACILE ONE-STEP SYNTHESIS OF ALKYL ARYL SELENIDES FROM ALCOHOLS [J].
GRIECO, PA ;
GILMAN, S ;
NISHIZAWA, M .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (08) :1485-1486
[9]   SYNTHESES OF 3-DEOXY-3-SUBSTITUTED-D-GLUCOSE DERIVATIVES .1. IMPROVEMENTS IN PREPARATION OF AND NUCLEOPHILIC ADDITIONS TO 1,6-2,3-DIANHYDRO-4-O-BENZYL-BETA-D-ALLOPYRANOSE [J].
GRINDLEY, TB ;
REIMER, GJ ;
KRALOVEC, J ;
BROWN, RG ;
ANDERSON, M .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1987, 65 (05) :1065-1071
[10]   SYNTHESIS AND BIOLOGICAL EVALUATION OF A MONOCYCLIC, FULLY FUNCTIONAL ANALOG OF COMPACTIN [J].
HEATHCOCK, CH ;
DAVIS, BR ;
HADLEY, CR .
JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (01) :197-202