Organocatalytic Asymmetric 1,3-Dipolar Cycloaddition of Nitrones to Nitroolefins

被引：22
作者：
Du, Wei [1 ]
Liu, Yan-Kai [1 ]
Yue, Lei [1 ]
Chen, Ying-Chun [1 ]
机构：
[1] Sichuan Univ, W China Sch Pharm, Key Lab Drug Targeting & Drug Deliver Syst, Educ Minist, Chengdu 610041, Peoples R China
来源：
SYNLETT | 2008年 / 19期
关键词：
dipolar cycloaddition; nitrones; nitroolefins; thiourea; orgaoncatalysis;
D O I：
10.1055/s-0028-1087300
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The asymmetric 1,3-dipolar cycloaddition of nitrones to nitroolefins was investigated by employing novel thiourea-containing organocatalysts. This transformation exhibited excellent diastereoselectivities (generally >99:1 dr) and moderate to high enantioselectivities (up to 88% ee). A 2,3-diaminopropanol derivative with three contiguous chiral centers was efficiently prepared from one cycloaddition adduct.
引用
收藏
页码：2997 / 3000
页数：4
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