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)
Full Text: HTML
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.
Related Compounds
Related Articles:
2002-02-27
[J. Agric. Food Chem. 50(5) , 1126-32, (2002)]
1990-01-01
[Chem. Pharm. Bull. 38(1) , 243-5, (1990)]
2001-05-01
[Bioorg. Med. Chem. 9(5) , 1123-32, (2001)]
2012-02-17
[Org. Lett. 14(4) , 1090-3, (2012)]
1, 4-Dithiane-2, 5-diol as an efficient synthon for a straightforward synthesis of functionalized tetrahydrothiophenes via sulfa-Michael/aldol-type reactions with electrophilic alkenes. Baricordi N, et al.
[Tetrahedron 68(1) , 208-213, (2012)]