Intramolecular Diels-Alder and tandem intramolecular Diels-Alder/1,3-dipolar cycloaddition reactions of 1,3,4-oxadiazoles

被引:108
作者
Wilkie, GD
Elliott, GI
Blagg, BSJ
Wolkenberg, SE
Soenen, DR
Miller, MM
Pollack, S
Boger, DL
机构
[1] Scripps Res Inst, Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
关键词
D O I
10.1021/ja027533n
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The scope of intramolecular Diels-Alder and a novel tandem Diels-Alder/1,3-dipolar cycloaddition cascade of 1,3,4-oxadiazoles is disclosed. In the cases examined, the tandem cycloadditions construct three new rings with formation of four new C-C bonds and set all six stereocenters about a central six-membered ring in a single step including three contiguous and four total quaternary centers without a trace of a second diastereomer. Copyright © 2002 American Chemical Society.
引用
收藏
页码:11292 / 11294
页数:3
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