SYNTHESIS OF IMIDAZOYLTHIOCARBONYL INTERMEDIATES FOR THE RADICAL DEOXYGENATION OF HINDERED SECONDARY ALCOHOLS

Abstract

A practical and efficient synthesis of imidazoylthiocarbonyl derivatives of highly hindered alcohols was achieved using 1,1′-thiocarbonyldiimidazole in very concentrated mixtures of reagents. More diluted conditions give longer reaction times and the recovery of unreacted starting alcohol.

ACKNOWLEDGMENTS

Financial support from Comisión Interministerial de Ciencia y Tecnología (Spain; Project BIO98-0770) and Fundación Príncipe de Asturias (“Dr. Severo Ochoa” Award to M.F.) is gratefully acknowledged. We also thank the Ministerio de Educación y Cultura (Spain) for postdoctoral fellowships (S.F. and M.F.).