Chemistry Letters

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

T Matsuda, M Shigeno, M Murakami

Index: Matsuda, Takanori; Shigeno, Masanori; Murakami, Masahiro Chemistry Letters, 2006 , vol. 35, # 3 p. 288 - 289

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Citation Number: 27

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.

~90%

~87%

~83%

~88%

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