MICROBIAL OXIDATION OF 7ENDO-METHYLBICYCLO[3.2.0]HEPT-2-EN-6-ONE, 7,7-DIMETHYLBICYCLO[3.2.0]HEPT-2-EN-6-ONE AND 2EXO-BROMO-3ENDO-HYDROXY-7,7-DIMETHYLBICYCLO[3.2.0]HEPTAN-6-ONE USING ACINETOBACTER NCIMB-9871

被引：31

作者：

CARNELL, AJ ^{[1
]}

ROBERTS, SM ^{[1
]}

SIK, V ^{[1
]}

WILLETTS, AJ ^{[1
]}

机构：

[1] UNIV EXETER,DEPT BIOL SCI,EXETER EX4 4QD,DEVON,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 10期

关键词：

D O I：

10.1039/p19910002385

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A bio-Baeyer-Villiger reaction using Acinetobacter NCIMB 9871 and the bicycloheptanone 2 provided the corresponding substituted oxabicyclooctanones 6 and 7. Similarly the ketones 3 and 9 furnished the lactones 8 and 10 respectively: the lactones 6, 7 and 10 were obtained in states of high optical purity.

引用

页码：2385 / 2389

页数：5

共 15 条

[1] ENZYMATIC BAEYER-VILLIGER TYPE OXIDATIONS OF KETONES CATALYZED BY CYCLOHEXANONE OXYGENASE
ABRIL, O
RYERSON, CC
WALSH, C
WHITESIDES, GM
[J]. BIOORGANIC CHEMISTRY, 1989, 17 (01) : 41 - 52
[2] MICROBIOLOGICAL TRANSFORMATIONS .13. A DIRECT SYNTHESIS OF BOTH S-ENANTIOMER AND R-ENANTIOMER OF 5-HEXADECANOLIDE VIA AN ENANTIOSELECTIVE MICROBIOLOGICAL BAEYER-VILLIGER REACTION
ALPHAND, V
ARCHELAS, A
FURSTOSS, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (01) : 347 - 350
[3] MICROBIAL TRANSFORMATIONS .16. ONE-STEP SYNTHESIS OF A PIVOTAL PROSTAGLANDIN CHIRAL SYNTHON VIA A HIGHLY ENANTIOSELECTIVE MICROBIOLOGICAL BAEYER-VILLIGER TYPE REACTION
ALPHAND, V
ARCHELAS, A
FURSTOSS, R
[J]. TETRAHEDRON LETTERS, 1989, 30 (28) : 3663 - 3664
[4] FUNCTIONAL-GROUP DIVERSITY IN ENZYMATIC OXYGENATION REACTIONS CATALYZED BY BACTERIAL FLAVIN-CONTAINING CYCLOHEXANONE OXYGENASE
BRANCHAUD, BP
WALSH, CT
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (07) : 2153 - 2161
[5] RESOLUTION OF 7,7-DIMETHYLBICYCLO[3.2.3]HEPT-2-EN-6-ONE USING MORTIERELLA-RAMANNIANA AND 3-ALPHA,20-BETA-HYDROXY-STEROID DEHYDROGENASE, PHOTOCHEMISTRY OF 3-HYDROXY-7,7-DIMETHYLBICYCLO[3.2.0]HEPTAN-6-ONES, AND THE SYNTHESIS OF (+)-ELDANOLIDE
BUTT, S
DAVIES, HG
DAWSON, MJ
LAWRENCE, GC
LEAVER, J
ROBERTS, SM
TURNER, MK
WAKEFIELD, BJ
WALL, WF
WINDERS, JA
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (04): : 903 - 907
[6] ENZYME-CATALYZED BAEYER-VILLIGER OXIDATIONS OF SOME SUBSTITUTED BICYCLO[3.2.0]HEPTANONES
CARNELL, AJ
ROBERTS, SM
SIK, V
WILLETTS, AJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (20) : 1438 - 1439
[7] COREY EJ, 1970, TETRAHEDRON LETT, V11, P307
[8] PURIFICATION AND PROPERTIES OF CYCLOHEXANONE OXYGENASE FROM NOCARDIA-GLOBERULA CL1 AND ACINETOBACTER NCIB-9871
DONOGHUE, NA
NORRIS, DB
TRUDGILL, PW
[J]. EUROPEAN JOURNAL OF BIOCHEMISTRY, 1976, 63 (01): : 175 - 192
[9] PURIFICATION AND PROPERTIES OF CYCLOPENTANONE OXYGENASE OF PSEUDOMONAS NCIB-9872
GRIFFIN, M
TRUDGILL, PW
[J]. EUROPEAN JOURNAL OF BIOCHEMISTRY, 1976, 63 (01): : 199 - 209
[10] ELECTROPHILIC BROMINATION OF BICYCLO[3,3,0]HEPT-2-EN-6-ONES
GRUDZINSKI, Z
ROBERTS, SM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (18): : 1767 - 1773

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