Tetrahedron letters

Mono S-trimethylsilyl ketene dithioacetals as versatile tools for the synthesis of α-hydrazinodithioesters. A novel access to endothiopeptides.

P Beslin, P Marion

Index: Beslin, Pierre; Marion, Philippe Tetrahedron Letters, 1992 , vol. 33, # 7 p. 935 - 938

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Citation Number: 12

Abstract

Abstract Mono-S-trimethylsilylketene dithioacetals have been prepared from dithioesters by the action of trimethylsilyl iodide formed in situ. They were reacted easily with dialkylazodicarboxylates to give good yields of α-hydrazinodithioesters. The latter were transformed into thioamides or endothiodipeptides by aminolysis either with an amine or an amino acid.