γ-silyl group effect in hydroalumination and carbolithiation of propargylic alcohols

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Abstract

(Chemical Equation Presented) Making the right substitution: A remarkable acceleration effect of phenyl-substituted silyl groups in hydroalumination and carbolithiation reactions of propargylic alcohols (see formula) is described. The results show that an aryl silyl group can act not only as a protecting group but also as an activating group of the alkynyl moiety. This work provides an efficient group-selective approach to multifunctionalized alkenes.

Original languageEnglish
Pages (from-to)232-234
Number of pages3
JournalAngewandte Chemie - International Edition
Volume45
Issue number2
DOIs
Publication statusPublished - Dec 23 2005
Externally publishedYes

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Alkenes
Olefins
Alcohols
Substitution reactions

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

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abstract = "(Chemical Equation Presented) Making the right substitution: A remarkable acceleration effect of phenyl-substituted silyl groups in hydroalumination and carbolithiation reactions of propargylic alcohols (see formula) is described. The results show that an aryl silyl group can act not only as a protecting group but also as an activating group of the alkynyl moiety. This work provides an efficient group-selective approach to multifunctionalized alkenes.",
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