Catalytic synthesis of γ-lactams via direct annulations of enals and N-sulfonylimines

被引:271
作者
He, M [1 ]
Bode, JW [1 ]
机构
[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93101 USA
基金
美国国家科学基金会;
关键词
D O I
10.1021/ol051234w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cinnamaldehydes and N-sulfonylimines undergo direct annulations to cis-disubstituted gamma-lactams via the intermediacy of catalytically generated homoenolates. Critical to the success of this process was overcoming inhibition of the N-heterocyclic carbene catalyst by the electrophilic imines. The overall process proceeds with good yields and diastereoselectivites and requires no stoichiometric reagents or additives.
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页码:3131 / 3134
页数:4
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