DIELS-ALDER REACTIONS OF 1-AZA-1,3-BUTADIENES - ROOM-TEMPERATURE, ENDO-SELECTIVE LUMODIENE-CONTROLLED [4+2]-CYCLOADDITION REACTIONS OF N-SULFONYL-4-(ETHOXYCARBONYL)-1-AZA-1,3-BUTADIENES

被引:88
作者
BOGER, DL
CURRAN, TT
机构
[1] Department of Chemistry, Purdue University, West Lafayette, Indiana
关键词
D O I
10.1021/jo00307a009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
: The room temperature, endo-selective LUMOdiene-controlled Diels-Alder reactions of N-(phenylsulfonyl)-and N-(methylsulfonyl)-4-(ethoxy-carbonyl)-l-aza-l,3-butadiene (3–4) are described, and the results represent a demonstration of the [4 + 2] cyclo-addition rate acceleration achievable through noncom-plementary azadiene substitution. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:5439 / 5442
页数:4
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