87729-62-2Relevant articles and documents
On the Palladium-Catalyzed Alkylation of Silyl-Substituted Allyl Acetates with Enolates
Trost, Barry M.,Self, Christopher R.
, p. 468 - 473 (2007/10/02)
Treatment of lithium enolates with trialkylstannyl trifluoroacetates permits their use as nucleophiles in allylic alkylations catalyzed by palladium with high regioselectivity and without polyalkylation.Alkylation without concomitant desilylation occurs for 3-acetoxy-1-(trimethylsilyl)-1-propene and n-butyl 2-acetoxy-4-(trimethylsilyl)-3-butenoate under these conditions.The choice of substituents on the tin does affect the rate of the alkylation; trimethyl substitution proceeds substantially faster than tri-n-butyl substitution.
