N-Heterocyclic Carbene (NHC)-Catalyzed Intermolecular Hydroacylation of Cyclopropenes
Xavier Bugaut, Fan Liu and Frank Glorius*
*Organisch-Chemisches Institut der Westfälischen
Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany, Email:
gloriusuni-muenster.de
X. Bugaut, F. Liu, F. Glorius, J. Am. Chem. Soc., 2011, 133, 8130-8133.
DOI: 10.1021/ja202594g
Abstract
Treatment of aromatic aldehydes with cyclopropenes under mild NHC-catalyzed conditions affords valuable acylcyclopropanes in moderate to high yields with an excellent level of diastereocontrol. Preliminary mechanistic studies suggest that product formation occurs via a concerted syn hydroacylation pathway.
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Key Words
Cyclopropanes, Organocatalysis
ID: J48-Y2011-1530