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Synfacts 2009(12): 1380-1380  
DOI: 10.1055/s-0029-1218317
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Rhodium-Catalyzed Hydroacylation of Alkenes with Aldehydes

Contributor(s): Hisashi Yamamoto, Pingfan Li
Y. Shibata, K. Tanaka*
Tokyo University of Agriculture and Technology, Japan
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Publication History

Publication Date:
20 November 2009 (online)

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Significance

A rhodium(I)/QuinoxP* system catalyzed the intermolecular hydroacylation reaction between aliphatic aldehydes and 1,1-disubstituted alkenes or a trisubstituted alkene was developed. Good yields and excellent ee values were obtained for a number of substrates. Bidentate coordination of substituted acrylamides to cationic rhodium was proposed to be important for stabilizing the acylrhodium intermediate and construct a rigid chiral environment.