Abstract

Homoaldols and 4-hydroxy silyl enol ethers have been prepared upon addition of methyllithium to 4-hydroxyvinyl N,N-diisopropyl carbamates obtained from Hoppe's homoaldolisation reaction followed by addition, in presence of an excess of HMPA, of water or tert-butyldimethylsilyl chloride, respectively. In the case of silyl enol ethers, a total retention of the Z configuration of the double bond was observed. This simple procedure allows an easy preparation of γ-lactones from the homoaldol adducts.

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