Tetrahedron letters

Hetero-1, 3-dipolar cycloadditions of dithiolane-isocyanate imminium methylides: A novel route to 1, 3-oxazolidine-and thiazolidine-2-thiones

CWG Fishwick, RJ Foster, RE Carr

Index: Fishwick, Colin W.G.; Foster, Richard J.; Carr, Robin E. Tetrahedron Letters, 1996 , vol. 37, # 5 p. 711 - 714

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Citation Number: 9

Abstract

Dithiolane-isocyanate imminium methylides which are a new type of azomethine methylide- derived 1, 3-dipole undergo efficient and regioselective cycloaddition to conjugated carbonyls and thiocarbonyls to yield predominantly 1, 3-oxazolidine-and thiazolidine-2- thiones formed from the initial cycloadducts via loss of thiirane.

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