Synthesis

Isoxazoles as latent siloxybutadienes: an easy entry to polyfunctionalized benzene systems via Diels-Alder reaction with acetylenes

A Barbero, FJ Pulido

Index: Barbero, Asuncion; Pulido, Francisco J. Synthesis, 2004 , # 3 p. 401 - 404

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Citation Number: 15

Abstract

Abstract Base-induced or reductive cleavage of isoxazole rings followed by silylation of the resulting open-chain products affords bis (siloxy) butadienes in high yields. Their synthetic usefulness in the construction of multifunctionalized aromatic systems, via Diels-Alder reactions, is shown. The ability of bis (siloxy) butadienes to undergo deprotonation and reaction with electrophiles is also studied.