A chiral probe for the asynchronous transition state of Diels-Alder reactions with acetylenedicarboxylate

被引：8

作者：

Buckle, RN ^{[1
]}

Burnell, DJ ^{[1
]}

机构：

[1] Mem Univ Newfoundland, Dept Chem, St Johns, NF A1B 3X7, Canada

来源：

TETRAHEDRON | 1999年 / 55卷 / 52期

关键词：

Diels-Alder reactions; diastereoselection; alkynes;

D O I：

10.1016/S0040-4020(99)00982-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diels-Alder reactions took place with modest diastereoselectivity between dimethylcyclohexadiene derivative 3a and di-(-)-menthyl acetylenedicarboxylate. whereas the dimethylcydohexadiene 2 showed no selectivity whatsoever. These results can be rationalized in terms of a complete lack of any endo-exo preference for the carboxylate groups and a more synchronous addition with 3a than with 2. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：14829 / 14838

页数：10

共 21 条

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