Control of diastereoselectivity in the cyclization of dipropenyl ketone to 2,6-dimethyl-1-heterocyclo-hexan-4-one

作者: I. K. Korshevets , É. A. Mistryukov

DOI: 10.1007/BF01557515

关键词:

摘要: 1. The stereodirectivity of the cyclization hepta-2,5-dien-4-one and isomeric dienones to 1-heterocyclohexan-4-ones with amines or H2S is governed by concentration ammonium salt in mixture. 2. Increasing RNH3+X− results preferential formation meso-form product. In “weakly acidic” media, racemic form (R,R S,S) predominates. 3. A convenient method for preparation 2,6-dimethylthiopyran-4-one from appropriate Na2S described.

参考文章(2)
E.A. Mistryukov, G.N. Smirnova, Conformational analysis of 4-ketopiperidines Tetrahedron. ,vol. 27, pp. 375- 377 ,(1971) , 10.1016/S0040-4020(01)90707-0
John R. Wiseman, Herman O. Krabbenhoft, Robert E. Lee, 9-tert-Butyl-9-azabicyclo[3.3.1]nonan-3-one Journal of Organic Chemistry. ,vol. 42, pp. 629- 632 ,(1977) , 10.1021/JO00424A010