LIPASE-CATALYZED RESOLUTION OF ACYCLIC AMINO ALCOHOL PRECURSORS

被引：43

作者：

FOELSCHE, E ^{[1
]}

HICKEL, A ^{[1
]}

HONIG, H ^{[1
]}

SEUFERWASSERTHAL, P ^{[1
]}

机构：

[1] GRAZ UNIV TECHNOL,INST ORGAN CHEM,A-8010 GRAZ,AUSTRIA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 06期

关键词：

D O I：

10.1021/jo00293a015

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lipase-catalyzed resolution of acyclic 2-azido alcohols as precursors for amino alcohols was readily accomplished. Butanoates of racemic acyclic azidoalkanols were hydrolyzed by using commercially available lipases from Candida cylindracea and Pseudomonas fluorescens, respectively. Some representative examples of acyclic secondary 2-azido alcohols have been obtained with enantiomeric excess ranging from 24 to >98%. © 1990, American Chemical Society. All rights reserved.

引用

页码：1749 / 1753

页数：5

共 45 条

[1] CONFORMATIONAL EFFECTS ON THE ACTIVITY OF DRUGS .7. SYNTHESIS AND PHARMACOLOGICAL PROPERTIES OF 2-(PARA-NITROPHENYL)-SUBSTITUTED MORPHOLINES
BALSAMO, A
CROTTI, P
LAPUCCI, A
MACCHIA, B
MACCHIA, F
DELTACCA, M
MAZZANTI, L
CESERANI, R
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1979, 22 (06) : 738 - 741
[2] STEREOSPECIFIC SYNTHESIS OF D-HYDROXYNITRILES AND OPTICALLY ACTIVE ETHANOLAMINES
BECKER, W
FREUND, H
PFEIL, E
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1965, 4 (12) : 1079 - &
[3] BECKER W, 1965, ANGEW CHEM, V77, P1139
[4] ANHYDRIDES AS ACYLATING AGENTS IN LIPASE-CATALYZED STEREOSELECTIVE ESTERIFICATION OF RACEMIC ALCOHOLS
BIANCHI, D
CESTI, P
BATTISTEL, E
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (23) : 5531 - 5534
[5] BIRKOFER L, 1975, LIEBIGS ANN CHEM, P269
[6] ACID-CATALYZED REACTIONS OF ALPHA-STYRYL AND BETA-STYRYL AZIDES
BOYER, JH
KRUEGER, WE
MODLER, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (06) : 1987 - &
[7] BRUSSEE J, 1984, 8TH INT S MED CHEM U
[8] QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS
CHEN, CS
FUJIMOTO, Y
GIRDAUKAS, G
SIH, CJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) : 7294 - 7299
[9] A SYNTHESIS OF HOMOALLYLIC ALCOHOLS
CRANDALL, JK
BANKS, DB
COLYER, RA
WATKINS, RJ
ARRINGTO.JP
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (01) : 423 - &
[10] ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES
DALE, JA
DULL, DL
MOSHER, HS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (09) : 2543 - &

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