Stereoselective cis-dihydroxylation of azulene and related non-aromatic polyenes

被引：14

作者：

Bowers, NI

Boyd, DR ^{[1
]}

Sharma, ND

Kennedy, MA

Sheldrake, GN

Dalton, H

机构：

[1] Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland

[2] Queens Univ Belfast, QUESTOR Ctr, Belfast BT9 5AG, Antrim, North Ireland

[3] Univ Warwick, Dept Biol Sci, Coventry CV4 7AL, W Midlands, England

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 11期

关键词：

D O I：

10.1016/S0957-4166(98)00161-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Dioxygenase-catalysed dihydroxylation of azulene and related non-aromatic polyenes has been found to yield enantiopure chiral cis-diols of synthetic potential. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1831 / 1834

页数：4

共 15 条

[1] Metabolism of naphthalene, 1-naphthol, indene, and indole by Rhodococcus sp strain NCIMB 12038 [J].

Allen, CCR ;

Boyd, DR ;

Larkin, MJ ;

Reid, KA ;

Sharma, ND ;

Wilson, K .

APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1997, 63 (01) :151-155

[2]

ALLEN CW, UNPUB

[3] BACTERIAL METABOLISM OF 6,7-DIHYDRO-5H-BENZOCYCLOHEPTENE BY PSEUDOMONAS-PUTIDA - SYNTHESIS AND ABSOLUTE-CONFIGURATION OF BENZYLIC ALCOHOL AND CIS-DIOL METABOLITES OF 6,7-DIHYDRO-5H-BENZOCYCLOHEPTENE [J].

BOYD, DR ;

DORRITY, MRJ ;

MALONE, JF ;

MCMORDIE, RAS ;

SHARMA, ND ;

DALTON, H ;

WILLIAMS, P .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (03) :489-494

[4]

Boyd DR, 1998, NAT PROD REP, V15, P309

[5] METABOLISM OF BICYCLIC AZA-ARENES BY PSEUDOMONAS-PUTIDA TO YIELD VICINAL CIS-DIHYDRODIOLS AND PHENOLS [J].

BOYD, DR ;

MCMORDIE, RAS ;

PORTER, HP ;

DALTON, H ;

JENKINS, RO ;

HOWARTH, OW .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (22) :1722-1724

[6]

Brown S.M., 1993, ORGANIC SYNTHESIS TH, V2, P113

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

CARLESS, HAJ .

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

[8] Biotransformation of 6,6-dimethylfulvene by Pseudomonas putida RE213 [J].

Eaton, RW ;

Selifonov, SA .

APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1996, 62 (03) :756-760

[9] INITIAL REACTIONS IN OXIDATION OF NAPHTHALENE BY PSEUDOMONAS-PUTIDA [J].

JEFFREY, AM ;

YEH, HJC ;

JERINA, DM ;

PATEL, TR ;

DAVEY, JF ;

GIBSON, DT .

BIOCHEMISTRY, 1975, 14 (03) :575-584

[10] CHEMOENZYMATIC SYNTHESIS OF CHIRAL BORONATES FOR THE H-1-NMR DETERMINATION OF THE ABSOLUTE-CONFIGURATION AND ENANTIOMERIC EXCESS OF BACTERIAL AND SYNTHETIC CIS-DIOLS [J].

RESNICK, SM ;

TOROK, DS ;

GIBSON, DT .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (11) :3546-3549

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