ENANTIOSPECIFIC AND STEREOSELECTIVE SYNTHESIS OF (-)-CONDURITOL-C FROM CHLOROBENZENE VIA MICROBIAL OXIDATION AND EPOXIDATION

被引：28

作者：

CARLESS, HAJ

机构：

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 03期

关键词：

D O I：

10.1039/c39920000234

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A four-step route to (-)-conduritol C 1 is described, via the enantiospecific conversion of chlorobenzene to the diene cis-diol 7 and subsequent cis-epoxidation to yield 8.

引用

页码：234 / 235

页数：2

共 22 条

[1] A CONCISE SYNTHESIS OF (-)-CONDURITOL-F FROM L-QUEBRACHITOL VIA ALCL3-NORMAL-BU4NI MEDIATED DEMETHYLATION
AKIYAMA, T
SHIMA, H
OZAKI, S
[J]. TETRAHEDRON LETTERS, 1991, 32 (40) : 5593 - 5596
[2] BENZENE DIOL EPOXIDES
ALEKSEJCZYK, RA
BERCHTOLD, GA
BRAUN, AG
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (08) : 2554 - 2555
[3] CONDURITOLS AND RELATED-COMPOUNDS
BALCI, M
SUTBEYAZ, Y
SECEN, H
[J]. TETRAHEDRON, 1990, 46 (11) : 3715 - 3742
[4] SYNTHESIS OF BRANCHED-CHAIN CYCLITOLS USING A PALLADIUM(0)-CATALYZED ALLYLIC COUPLING REACTION
BARTON, DHR
DALKO, P
GERO, SD
[J]. TETRAHEDRON LETTERS, 1991, 32 (22) : 2471 - 2474
[5] ENANTIOMERIC EXCESS AND ABSOLUTE-CONFIGURATION DETERMINATION OF CIS-DIHYDRODIOLS FROM BACTERIAL METABOLISM OF MONOCYCLIC ARENES
BOYD, DR
DORRITY, MRJ
HAND, MV
MALONE, JF
SHARMA, ND
DALTON, H
GRAY, DJ
SHELDRAKE, GN
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (02) : 666 - 667
[6] SHORT SYNTHESES OF CONDURITOL-A AND CONDURITOL-D, AND DEHYDROCONDURITOLS, FROM BENZENE - THE PHOTO-OXIDATION OF CIS-CYCLOHEXA-3,5-DIENE-1,2-DIOL
CARLESS, HAJ
OAK, OZ
[J]. TETRAHEDRON LETTERS, 1989, 30 (13) : 1719 - 1720
[7] ENANTIOSPECIFIC SYNTHESIS OF (4S,5S,6S)-4,5,6-TRIHYDROXYCYCLOHEX-2-ENONE AND (+)-CONDURITOL-C FROM FLUOROBENZENE VIA MICROBIAL OXIDATION
CARLESS, HAJ
OAK, OZ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (02) : 61 - 62
[8] EPOXIDATION OF ALLYLIC ALCOHOLS WITH PEROXY-ACIDS - ATTEMPTS TO DEFINE TRANSITION STATE GEOMETRY
CHAMBERL.P
ROBERTS, ML
WHITHAM, GH
[J]. JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1970, (07): : 1374 - &
[9] ASPECTS OF STEREOCHEMISTRY .1. STEREOSPECIFICITY IN FORMATION OF EPOXIDES FROM CYCLIC ALLYLIC ALCOHOLS
HENBEST, HB
WILSON, RAL
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1957, (MAY): : 1958 - 1965
[10] HUDLICKY T, 1990, SYNLETT, P159

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