Alkoxides of o-silyl benzyl alcohols in cleavage reactions: approaches to benzyl and silyl anion equivalents

PF Hudrlik, JO Arango, YM Hijji…

Index: Hudrlik, Paul F.; Arango, Jose O.; Hijji, Yousef M.; Okoro, Cosmas O.; Hudrlik, Anne M. Canadian Journal of Chemistry, 2000 , vol. 78, # 11 p. 1421 - 1427

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Citation Number: 22

Abstract

The alkoxides of o-silyl benzyl alcohols 4 undergo cleavage reactions under mild conditions allowing transfer of a benzyl or silyl group to an electrophile. Reactions 3a 8, and 3c or 4c 11 illustrate their potential as benzyl and silyl anion equivalents. Key words: silyl migration, benzyl anion equivalent, silyl anion equivalent, β-silyl ketone, γ-hydroxysilane.