Diastereoselective Alkylations oft-Butyl Glycolate Ether Enolates

Abstract
Lithium enolates derived from t-butyl glycolate ethers possessing oxygen-containing functional groups which were capable of chelating the lithium counter-ion were alkylated with benzyl bromide. Diastereoselectively in the alkylation reaction ranged from 1:1 to 1:10. A bicyclo[3.3.0] enolate structure is proposed to account for these observations.

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