Ir-Catalyzed Substitution of Propargylic-type Esters with Enoxysilanes

Ir-Catalyzed Substitution of Propargylic-type Esters with Enoxysilanes

Propargylic-type acetates react readily with enoxysilanes in the presence of 1 mol % of [Ir(cod){P(OPh)3}2]OTf activated preliminarily with molecular H2 to give β-alkynyl ketones in high to excellent yields. Substitution at the propargyl carbon proceeds exclusively or selectively in most types of pr...

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Veröffentlicht in:Journal of the American Chemical Society 2002-08, Vol.124 (31), p.9072-9073
Hauptverfasser: Matsuda, Isamu, Komori, Ken-ichi, Itoh, Kenji
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Chemistry
Exact sciences and technology
Organic chemistry
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container_issue 31
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container_title Journal of the American Chemical Society
container_volume 124
creator Matsuda, Isamu
Komori, Ken-ichi
Itoh, Kenji
description Propargylic-type acetates react readily with enoxysilanes in the presence of 1 mol % of [Ir(cod){P(OPh)3}2]OTf activated preliminarily with molecular H2 to give β-alkynyl ketones in high to excellent yields. Substitution at the propargyl carbon proceeds exclusively or selectively in most types of propargylic esters. Alternatively, the formation of the allenyl products is predominant in the reaction of esters, which have two phenyl groups on the propargyl carbon.
doi_str_mv 10.1021/ja0264089
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subjects Chemistry
Exact sciences and technology
Organic chemistry
title Ir-Catalyzed Substitution of Propargylic-type Esters with Enoxysilanes
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