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Lewis Acid-Mediated Selective Chlorinations of Silyl Enolate

2004; American Chemical Society; Volume: 126; Issue: 46 Linguagem: Inglês

10.1021/ja0454485

1943-2984

Yanhua Zhang, Kazutaka Shibatomi, Hisashi Yamamoto,

Plant-based Medicinal Research

A new method involving efficient, widely applicable, and highly selective α-chlorination of simple silyl enolate with Lewis acid and an α,α-dichloro-1,3-dicarbonyl controller unit was reported. Diastereoselectivity and enantioselectivity of the reaction were investigated. High reactivity and selectivity were achieved by using α,α-dichlorinated malonic ester.