Silicon in synthesis : β-silylated carbonyl compounds and O-silylated dienolates

The synthesis of β-silylated carbonyl compounds and their use as masked αβ-unsaturated carbonyl compounds is described. The β-silylated function in these molecules is stable to most reaction conditions, yet the introduction of a leaving group in the α-position and reaction with a suitable nucleophil...

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Main Author: Goldhill, Jonathan Paul
Published: University of Cambridge 1979
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Online Access:http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.599474
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spelling ndltd-bl.uk-oai-ethos.bl.uk-5994742015-03-20T05:59:19ZSilicon in synthesis : β-silylated carbonyl compounds and O-silylated dienolatesGoldhill, Jonathan Paul1979The synthesis of β-silylated carbonyl compounds and their use as masked αβ-unsaturated carbonyl compounds is described. The β-silylated function in these molecules is stable to most reaction conditions, yet the introduction of a leaving group in the α-position and reaction with a suitable nucleophile for silicon gives an α-methylene carbonyl. The reactions of O-silylated dienolates with a range of electrophiles were investigated and shown to provide a partial solution to the problem of the γ-alkylation of αβ-unsaturated carbonyl compounds.546.3University of Cambridgehttp://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.599474Electronic Thesis or Dissertation
collection NDLTD
sources NDLTD
topic 546.3
spellingShingle 546.3
Goldhill, Jonathan Paul
Silicon in synthesis : β-silylated carbonyl compounds and O-silylated dienolates
description The synthesis of β-silylated carbonyl compounds and their use as masked αβ-unsaturated carbonyl compounds is described. The β-silylated function in these molecules is stable to most reaction conditions, yet the introduction of a leaving group in the α-position and reaction with a suitable nucleophile for silicon gives an α-methylene carbonyl. The reactions of O-silylated dienolates with a range of electrophiles were investigated and shown to provide a partial solution to the problem of the γ-alkylation of αβ-unsaturated carbonyl compounds.
author Goldhill, Jonathan Paul
author_facet Goldhill, Jonathan Paul
author_sort Goldhill, Jonathan Paul
title Silicon in synthesis : β-silylated carbonyl compounds and O-silylated dienolates
title_short Silicon in synthesis : β-silylated carbonyl compounds and O-silylated dienolates
title_full Silicon in synthesis : β-silylated carbonyl compounds and O-silylated dienolates
title_fullStr Silicon in synthesis : β-silylated carbonyl compounds and O-silylated dienolates
title_full_unstemmed Silicon in synthesis : β-silylated carbonyl compounds and O-silylated dienolates
title_sort silicon in synthesis : β-silylated carbonyl compounds and o-silylated dienolates
publisher University of Cambridge
publishDate 1979
url http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.599474
work_keys_str_mv AT goldhilljonathanpaul siliconinsynthesisbsilylatedcarbonylcompoundsandosilylateddienolates
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