514806-50-9Relevant articles and documents
New applications of the imine-ketenimine intramolecular [2+2] cycloaddition reaction: Highly stereocontrolled synthesis of azeto[1,2-a]pyrimidines
Alajarin, Mateo,Vidal, Angel,Orenes, Raul-Angel
, p. 4222 - 4227 (2002)
Imino-ketenimines 7, in which the reactive functionalities are linked by an allylic tether connecting the imino and ketenimino nitrogen atoms, undergo a formal intramolecular [2+2] cycloaddition to yield azeto[1,2-a]pyrimidines 8. When enantiotopic ketenimine and imine fragments are combined, the resulting azeto[1,2-a]pyrimidines 8e-i contain two stereogenic carbon atoms C-6 and C-7, and the cycloaddition takes place with complete diastereoselectivity in favor of the cis diastereoisomers. This methodology has also been applied to the preparation of some azeto[1,2-a][1,3]thiazolo[4,5-d]pyrimidines 16, representative examples of a new fused heterocyclic system. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2002.