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Synfacts 2006(10): 1038-1038  
DOI: 10.1055/s-2006-949342
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Highly anti-Selective Catalytic Aldol Reactions of Amides with Aldehydes

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
S. Saito, S. Kobayashi*
The University of Tokyo, Japan
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Publication History

Publication Date:
21 September 2006 (online)

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Significance

Due to the power of the aldol reaction, it is a widely studied reaction in organic chemistry. This report represents an important addition to the arsenal of aldol reactions in that it is highly anti-selective and utilizes amides as the aldol donor. The use of Ba(Ot-Bu)2 (10 mol%) as catalyst proved to give the best results. Aromatic and aliphatic aldehydes were suitable substrates as well as trifluorophenyl ketone.