Activation of a cyclobutanone carbon-carbon bond over an aldehyde carbon-hydrogen bond in the rhodium-catalyzed decarbonylation

Takanori Matsuda; Masanori Shigeno; Masahiro Murakami

doi:10.1246/cl.2006.288

Activation of a cyclobutanone carbon-carbon bond over an aldehyde carbon-hydrogen bond in the rhodium-catalyzed decarbonylation

Takanori Matsuda, Masanori Shigeno, Masahiro Murakami

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

34 Citations (Scopus)

Abstract

A rhodium(I)-N-heterocyclic carbene complex achieved a high-yield decarbonylation reaction of cyclobutanones to selectively afford cyclopropanes. With this catalyst, a cyclobutanone having an aldehyde moiety underwent chemoselective decarbonylation of the ketonic carbonyl group with the aldehydic carbonyl group left intact.

Original language	English
Pages (from-to)	288-289
Number of pages	2
Journal	Chemistry Letters
Volume	35
Issue number	3
DOIs	https://doi.org/10.1246/cl.2006.288
Publication status	Published - 2006 Mar 5
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.2006.288

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abstract = "A rhodium(I)-N-heterocyclic carbene complex achieved a high-yield decarbonylation reaction of cyclobutanones to selectively afford cyclopropanes. With this catalyst, a cyclobutanone having an aldehyde moiety underwent chemoselective decarbonylation of the ketonic carbonyl group with the aldehydic carbonyl group left intact.",

author = "Takanori Matsuda and Masanori Shigeno and Masahiro Murakami",

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AU - Murakami, Masahiro

PY - 2006/3/5

Y1 - 2006/3/5

N2 - A rhodium(I)-N-heterocyclic carbene complex achieved a high-yield decarbonylation reaction of cyclobutanones to selectively afford cyclopropanes. With this catalyst, a cyclobutanone having an aldehyde moiety underwent chemoselective decarbonylation of the ketonic carbonyl group with the aldehydic carbonyl group left intact.

AB - A rhodium(I)-N-heterocyclic carbene complex achieved a high-yield decarbonylation reaction of cyclobutanones to selectively afford cyclopropanes. With this catalyst, a cyclobutanone having an aldehyde moiety underwent chemoselective decarbonylation of the ketonic carbonyl group with the aldehydic carbonyl group left intact.

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Activation of a cyclobutanone carbon-carbon bond over an aldehyde carbon-hydrogen bond in the rhodium-catalyzed decarbonylation

Abstract

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