A practical protocol for the highly E-selective formation of aryl-substituted silylketene acetals

Wesley R R Harker, E L Carswell, David R Carbery

Research output: Contribution to journalArticle

  • 16 Citations

Abstract

The E/Z-selectivity in the formation of silylketene acetals derived from phenylacetate esters, mediated by LiHMDS, has been studied by in situ NMR techniques. The formation is seen to be highly E-selective with use of the newly developed protocol. Isolated aryl-substituted silylketene acetals are now attainable with high levels of E-geometrical purity in excellent yield.
LanguageEnglish
Pages3712-3715
Number of pages4
JournalOrganic Letters
Volume12
Issue number16
DOIs
StatusPublished - 20 Aug 2010

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acetals
Acetals
esters
Esters
purity
selectivity
Nuclear magnetic resonance
nuclear magnetic resonance
phenylacetic acid

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A practical protocol for the highly E-selective formation of aryl-substituted silylketene acetals. / Harker, Wesley R R; Carswell, E L; Carbery, David R.

In: Organic Letters, Vol. 12, No. 16, 20.08.2010, p. 3712-3715.

Research output: Contribution to journalArticle

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