Synthesis of optically active novel 1,1,2-trifluoro-1-alken-3-ols through lipase-catalyzed reaction

被引：11

作者：

Takagi, Y ^{[1
]}

Kashiwagi, M

Kihara, H

Itoh, T

机构：

[1] Hyogo Univ Teachers Educ, Dept Nat Sci, Yashiro, Hyogo 6731494, Japan

[2] Okayama Univ, Fac Educ, Dept Chem, Okayama 7008530, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 14期

关键词：

D O I：

10.1016/S0040-4039(99)00298-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first synthesis of several types of optically active 1,1,2-trifluoro-1-alken-3-ols has been accomplished through the Pseudomonas cepacia lipase-catalyzed trans-esterification. The PCL catalyzed acylation using vinyl chloroacetate as the acyl donor provided the corresponding fluorinated-allyl alcohols that possess an aromatic functional group with sufficient enantioselectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：2801 / 2802

页数：2

共 14 条

[1] [Anonymous], 1991, Fluorine in Bioorganic Chemistry
[2] 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
[3] FABER K, 1997, BIOTRANSFORMATION OR
[4] Thiacrown ether technology in lipase-catalyzed reaction: Scope and limitation for preparing optically active 3-hydroxyalkanenitriles and application to insect pheromone synthesis
Itoh, T
Mitsukura, K
Kanphai, W
Takagi, Y
Kihara, H
Tsukube, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (26) : 9165 - 9172
[5] Asymmetric synthesis of both enantiomers of α,α-difluoroeldanolide:: An interesting property of their biological activity
Itoh, T
Sakabe, K
Kudo, K
Zagatti, P
Renou, M
[J]. TETRAHEDRON LETTERS, 1998, 39 (23) : 4071 - 4074
[6] SYNTHESIS OF NEW ALPHA,ALPHA-DIFLUORO-GAMMA-LACTONES THROUGH INTRAMOLECULAR RADICAL CYCLIZATION AS A KEY REACTION
ITOH, T
OHARA, H
EMOTO, S
[J]. TETRAHEDRON LETTERS, 1995, 36 (20) : 3531 - 3534
[7] ITOH T, IN PRESS J ORG CHEM
[8] Ojima I., 1996, BIOMEDICAL FRONTIERS
[9] A rapid and convenient approach to functionally diverse monofluorinated vinylic compounds
Percy, JM
Wilkes, RD
[J]. TETRAHEDRON, 1997, 53 (43) : 14749 - 14762
[10] Schmid RD, 1998, ANGEW CHEM INT EDIT, V37, P1609

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