AN EXPEDIENT ROUTE TO A VERSATILE INTERMEDIATE FOR THE STEREOSELECTIVE SYNTHESIS OF ALL-TRANS-RETINOIC ACID AND BETA-CAROTENE

被引：15

作者：

BABLER, JH

SCHLIDT, SA

机构：

[1] Department of Chemistry, Loyola University of Chicago, Chicago

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 50期

关键词：

D O I：

10.1016/0040-4039(93)88020-J

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Base-catalyzed isomerization of vinyl phosphonate 5 afforded the corresponding allylic phosphonate (6) as the sole product. Horner-Emmons olefination of ethyl trans-3-methyl-4-oxo-2-butenoate with the ylide derived from 6 concludes a facile synthesis of the all-trans stereoisomer of ethyl retinoate.

引用

页码：7697 / 7700

页数：4

共 11 条

[1]

GROSS H, 1982, J FUR PRAKT CHEM, V324, P37

[2]

JACOBY D, 1990, SYNTHESIS-STUTTGART, P301

[3]

JULIA M, 1973, B SOC CHIM FR, P746

[4] TOPICAL TRETINOIN FOR PHOTOAGED SKIN [J].