Some Ring‐Transformation Reactions of Desaurins

1984; Wiley; Volume: 93; Issue: 5 Linguagem: Inglês

10.1002/bscb.19840930507

ISSN

0037-9646

Autores

G. L'ABBE, Patricia Vangheluwe, Suzanne Toppet, G. S. D. King, Luc Van Meervelt,

Tópico(s)

Chemical Synthesis and Reactions

Resumo

Abstract The desaurin 3, whose stereochemistry has now been established by an X‐ray crystal structure analysis, can be used as a thioketene equivalent (11). Reactions have been carried out with sodium azide/dimethyl sulfate, N,N‐diethyl‐aminopropyne, N‐methyl benzaldimine, tert‐butyl isonitrile and NaN 3 /CS 2 to give the products listed in Schemes I, IV and V. Simple thioketenes (e.g. 16) react analogously with tert‐butyl isonitrile, but not with imines where C‐C adducts are formed instead of C‐S adducts.

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