Determination of the absolute configuration of partly fluorinated allylic alcohols; the first synthesis of optically pure 1,2-difluoroallylic alcohols

被引：19

作者：

Takagi, Y ^{[1
]}

Nakatani, T

Itoh, T

Oshiki, T

机构：

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

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

[3] Okayama Univ, Fac Engn, Dept Appl Chem, Okayama 7008530, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 41期

关键词：

fluorinated allylic alcohol; absolute configuration determination; refined Mosher method; X-ray crystallographic analysis;

D O I：

10.1016/S0040-4039(00)01349-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically active 1,1,2-trifluoro- or 1,2-difluoroallylic alcohols were prepared via a lipase-catalyzed reaction and their absolute configuration was determined by an X-ray crystallographic analysis of the corresponding ferrocene ester along with the refined Mosher method (the Kusumi-Ohtani method). (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：7889 / 7892

页数：4

共 7 条

[1] 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
[2] Highly efficient and stereoselective access to (Z)-α,β-difluoroallyl alcohols and (Z)-α-fluoro-α,β-unsaturated aldehydes based on the reaction of 2,3,3-trifluoro-1-propenyl p-chlorobenzenesulfonate with Grignard reagents
Funabiki, K
Fukushima, Y
Inagaki, T
Murata, E
Matsui, M
Shibata, K
[J]. TETRAHEDRON LETTERS, 1998, 39 (14) : 1913 - 1916
[3] Kitazume T, 1997, TOP CURR CHEM, V193, P91
[4] HIGH-FIELD FT NMR APPLICATION OF MOSHER METHOD - THE ABSOLUTE-CONFIGURATIONS OF MARINE TERPENOIDS
OHTANI, I
KUSUMI, T
KASHMAN, Y
KAKISAWA, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (11) : 4092 - 4096
[5] NEW FLUORINE-CONTAINING BUILDING-BLOCKS FROM TRIFLUOROETHANOL .1.
PATEL, ST
PERCY, JM
WILKES, RD
[J]. TETRAHEDRON, 1995, 51 (33) : 9201 - 9216
[6] Percy JM, 1997, TOP CURR CHEM, V193, P131
[7] Synthesis of optically active novel 1,1,2-trifluoro-1-alken-3-ols through lipase-catalyzed reaction
Takagi, Y
Kashiwagi, M
Kihara, H
Itoh, T
[J]. TETRAHEDRON LETTERS, 1999, 40 (14) : 2801 - 2802

← 1 →