Helvetica chimica acta

Silicon??Directed Nazarov Reactions II. Preparation and Cyclization of β??Silyl??substituted Divinyl Ketones

TK Jones, SE Denmark

Index: Jones, Todd K.; Denmark, Scott E. Helvetica Chimica Acta, 1983 , vol. 66, # 8 p. 2377 - 2396

Full Text: HTML

Citation Number: 91

Abstract

Abstract Two general methods for the preparation of β-silyl-substituted divinyl ketones have been developed starting from either α, β-unsaturated aldehydes or simple ketones. Anhydrous FeCl 3 induces the cyclization to cyclopentenones under mild conditions and in good yields with predictable and complete control over the position of the double bond in the five-membered ring. The observed effects of substituents on rate can be explained by a ...