THE STEREOSELECTIVE CONSTRUCTION OF (Z)-3-ARYL-2-FLUOROALKENOATES

被引：50

作者：

WELCH, JT

HERBERT, RW

机构：

[1] Department of Chemistry, University at Albany, State University of New York, Albany

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 16期

关键词：

D O I：

10.1021/jo00303a003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

: The use of 2,4,6-trimethylphenyl a-silyl-a-fluoroacetate in the Peterson olefination reaction leads to the highly stereoselective formation of (Z)-3-aryl-2-fluoroalkenoates via an aldol reaction most likely proceeding through an open transition state since stereocon-trol of the enolate geometry was not possible. © 1990, American Chemical Society. All rights reserved.

引用

页码：4782 / 4784

页数：3

共 51 条

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[43] DIASTEREOSELECTIVITY IN THE DIRECTED ALDOL REACTIONS OF 1-FLUORO-3,3-DIMETHYL-BUTANONE ENOLATES AND ENOL SILYL ETHERS
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[44] IMPROVED PROCEDURE FOR INTRODUCING THE ALPHA-FLUOROACETYL GROUP VIA THE DIRECTED ALDOL REACTION
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[45] PREPARATION OF ALPHA-FLUORO ENOLATES AND THEIR USE IN THE DIRECTED ALDOL REACTION
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[46] ADVANCES IN THE PREPARATION OF BIOLOGICALLY-ACTIVE ORGANOFLUORINE COMPOUNDS
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[47] A SHORT SYNTHESIS OF 2-DEOXY-2-FLUORO-RIBO-D-PENTOPYRANOSE
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[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (04) : 186 - 188
[48] THE STEREOSELECTIVE ALDOL CONDENSATION OF ALPHA-FLUOROACETATES
WELCH, JT
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[49] FACILE DIASTEREOSELECTIVE ESTER ENOLATE CLAISEN REARRANGEMENTS OF ALLYL FLUOROACETATES
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[50] WELCH JT, UNPUB STRUCTURAL CHE

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