α-Bromo-, α-chloro-, and α-trimethylsilyl-zinc ester enolates. New and 
universal Reformatsky-type Darzens and Peterson reactions

Fürstner, Alois

doi:10.1016/0022-328X(87)85208-7

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α-Bromo-, α-chloro-, and α-trimethylsilyl-zinc ester enolates. New and universal Reformatsky-type Darzens and Peterson reactions

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Citation

Fürstner, A. (1987). α-Bromo-, α-chloro-, and α-trimethylsilyl-zinc ester enolates. New and universal Reformatsky-type Darzens and Peterson reactions. Journal of Organometallic Chemistry, 336(3), C33-C36. doi:10.1016/0022-328X(87)85208-7.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0010-18D8-4

Abstract

Low temperature reactions of ethyl dihaloacetates with carbonyl compounds in
the presence of zinc/silver-graphite give α-halo-β-hydroxyalkanoates, which are
readily converted into glycidates by base. Under the same conditions ethyl
(bromo)(trimethylsilyl) acetate with aldehydes and ketones forms α,β-unsaturated esters by a Reformatsky-Peterson reaction combination.