Ruthenium-catalyzed [2+2] cycloadditions of bicyclic alkenes and ynamides

被引:46
作者
Villeneuve, K [1 ]
Riddell, N [1 ]
Tam, W [1 ]
机构
[1] Univ Guelph, Dept Chem, Guelph Waterloo Ctr Grad Work Chem & Biochem, Guelph, ON N1G 2W1, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
ynamines; cycloaddition; amidation;
D O I
10.1016/j.tet.2005.11.081
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ruthenium-catalyzed [2+2] cycloadditions between bicyclic alkenes and ynamides were investigated. The ynamide moiety was found to be compatible with the ruthenium-catalyzed cycloaddition conditions giving the corresponding cyclobutene cycloadducts in moderate to good yields (up to 97%). Diastereoselective cycloaddition utilizing chiral cyclic ynamides were also examined and a low to moderate level of asymmetric induction was observed. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3823 / 3836
页数:14
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