Organic Letters 2013-11-01

Highly diastereoselective DABCO-catalyzed [3 + 3]-cycloaddition of 1,4-dithiane-2,5-diol with azomethine imines.

Xin Fang, Jun Li, Hai-Yan Tao, Chun-Jiang Wang

Index: Org. Lett. 15(21) , 5554-7, (2013)

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Abstract

An effective diastereoselective [3 + 3] cycloaddition of 1,4-dithiane-2,5-diol with azomethine imines catalyzed by DABCO is described. A variety of highly functionalized six-membered dinitrogen-fused heterocycles can be obtained in good yield with excellent diastereoselectivity, which was controlled by anomeric effect.