Titanium-mediated oxidative arylation of homoallylic alcohols

Kathleen S. Lee; Joseph M. Ready

doi:10.1002/anie.201007244

Titanium-mediated oxidative arylation of homoallylic alcohols

Kathleen S. Lee, Joseph M. Ready

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

E-Substituted styrene derivatives are synthesized from terminal olefins and aryl Grignard reagents through Ti^IV-mediated oxidative coupling (see scheme). Substrates include homoallylic alcohols containing a range of functional groups and substituted aryl Grignard reagents. The reaction may proceed through aryltitanation followed by β-hydride elimination; reductive elimination of arene occurs from a Ti^IVH(aryl) intermediate.

Original language	English (US)
Pages (from-to)	2111-2114
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	50
Issue number	9
DOIs	https://doi.org/10.1002/anie.201007244
State	Published - Feb 25 2011

Keywords

Ci-C coupling
Grignard reagents
alcohols
oxidative arylation
titanium reagents

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.201007244

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abstract = "E-Substituted styrene derivatives are synthesized from terminal olefins and aryl Grignard reagents through TiIV-mediated oxidative coupling (see scheme). Substrates include homoallylic alcohols containing a range of functional groups and substituted aryl Grignard reagents. The reaction may proceed through aryltitanation followed by β-hydride elimination; reductive elimination of arene occurs from a TiIVH(aryl) intermediate.",

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AU - Ready, Joseph M.

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AB - E-Substituted styrene derivatives are synthesized from terminal olefins and aryl Grignard reagents through TiIV-mediated oxidative coupling (see scheme). Substrates include homoallylic alcohols containing a range of functional groups and substituted aryl Grignard reagents. The reaction may proceed through aryltitanation followed by β-hydride elimination; reductive elimination of arene occurs from a TiIVH(aryl) intermediate.

KW - Ci-C coupling

KW - Grignard reagents

KW - alcohols

KW - oxidative arylation

KW - titanium reagents

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Titanium-mediated oxidative arylation of homoallylic alcohols

Abstract

Keywords

ASJC Scopus subject areas

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