FORMATION AND ISOLATION OF ENANTIOMERICALLY PURE PRODUCTS IN QUANTITY FROM DIELS-ALDER REACTIONS OF 1,4-BENZOQUINONES

被引：37
|
作者：
ENGLER, TA
LETAVIC, MA
LYNCH, KO
TAKUSAGAWA, F
机构：
[1] Department of Chemistry, University of Kansas, Lawrence
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 05期
关键词：
D O I：
10.1021/jo00084a041
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Diels-Alder reactions of 2-methoxy-6-methyl- and 2-methoxy-5-methyl-1,4-benzoquinones with various substituted dienes are promoted by a chiral complex prepared from TiCl4, Ti((OPr)-Pr-i)(4), and (2R,3R)-2,3-O-(1- phenylethylidene)-1,1,4,4-tetraphenyl-1,2,3,4-butanetetrol. The products from several dienes are formed in moderate to good ee and are obtained enantiomerically pure after simple recrystallization steps.
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页码：1179 / 1183
页数：5
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