Skeletal Fusion of Small Heterocycles with Amphoteric Molecules

被引:30
作者
Cheung, Lawrence L. W. [1 ]
He, Zhi [1 ]
Decker, Shannon M. [1 ]
Yudin, Andrei K. [1 ]
机构
[1] Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
基金
加拿大自然科学与工程研究理事会; 加拿大健康研究院;
关键词
amino aldehydes; amphoteric molecule; chemoselectivity; hydantoin; regioselectivity; DIVERSITY-ORIENTED SYNTHESIS; ONE-POT SYNTHESIS; TERTIARY SKIPPED DIYNES; MULTICOMPONENT REACTIONS; FACILE SYNTHESIS; 1,3,5-TRISUBSTITUTED HYDANTOINS; EFFICIENT SYNTHESIS; CATALYZED SYNTHESIS; SCAFFOLDS; DERIVATIVES;
D O I
10.1002/anie.201106024
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Latched on: A new class of hydantoin derivatives with three contiguous stereocenters was prepared from a [3+2] annulation involving amphoteric aziridine aldehydes and isocyanates and further converted to a series of densely functionalized hetercycles, which are difficult to synthesize using established methods. The results highlight the potential of (1,3) amphoteric molecules to construct heterocyclic scaffolds using trivial starting materials. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:11798 / 11802
页数:5
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