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Issue 11, 2011
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Guiding the nitrogen nucleophile to the middle: palladium-catalyzed decarboxylative cyclopropanation of 2-alkylidenetrimethylene carbonates with isocyanates

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Abstract

A palladium-catalyzed decarboxylative cyclopropanation of 2-alkylidenetrimethylene carbonates with isocyanates is described to form oxazolidinones of (1-aminocyclopropyl)methanols with high selectivity. The site of nucleophilic attack is directed by connecting the two reaction components and by employing an electron-deficient triarylphosphine ligand.

Graphical abstract: Guiding the nitrogen nucleophile to the middle: palladium-catalyzed decarboxylative cyclopropanation of 2-alkylidenetrimethylene carbonates with isocyanates

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Article information


Submitted
01 Dec 2010
Accepted
19 Jan 2011
First published
08 Feb 2011

Chem. Commun., 2011,47, 3057-3059
Article type
Communication

Guiding the nitrogen nucleophile to the middle: palladium-catalyzed decarboxylative cyclopropanation of 2-alkylidenetrimethylene carbonates with isocyanates

R. Shintani, K. Moriya and T. Hayashi, Chem. Commun., 2011, 47, 3057
DOI: 10.1039/C0CC05308B

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