Journal of Organic Chemistry p. 5257 - 5260 (1985)
Update date:2022-07-30
Topics:
Larson, Gerald L.
Perez, Rosa M. Betancourt de
γ-Butyrolactone, γ-valerolactone, and the cis lactone of 2-hydroxycyclohexaneacetic acid have been C-silylated via their respective lithium enolates with diphenylmethylchlorosilane.The resulting α-silylated γ-lactones can be deprotonated and condensed with aldehydes and ketones to give α-alkylidene γ-lactones in moderate to excellent yield.The enolate of the α-diphenylmethylsilyl cis lactone of 2-hydroxycyclohexaneacetic acid condensed with 1-butanal but not with benzaldehyde or acetaldehyde.
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