Enantioselective organocatalytic intramolecular aza-Michael reaction:: a concise synthesis of (+)-sedamine., (+)-allosedamine, and (+)-coniine

被引：171
作者：
Fustero, Santos [1 ]
Jimenez, Diego
Moscardo, Javier
Catalan, Silvia
del Pozo, Carlos
机构：
[1] Univ Valencia, Dept Quim Organ, E-46100 Burjassot, Spain
[2] Ctr Invest Principe Felipe, E-46013 Valencia, Spain
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 25期
关键词：
D O I：
10.1021/ol702447y
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The intramolecular aza-Michael reaction of carbamates bearing remote alpha,beta-unsaturated aldehydes under organocatalytic conditions took place with good yields and excellent ee's when Jorgensen catalyst IV was used in the process, giving rise to the enantioselective formation of several five- and six-membered heterocycles. The developed methodology was applied to the synthesis of three piperidine alkaloids.
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页码：5283 / 5286
页数：4
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