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Synfacts 2010(11): 1266-1266
DOI: 10.1055/s-0030-1258808
DOI: 10.1055/s-0030-1258808
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Asymmetric Vinylogous Aldol Reaction Cata-lyzed by a Combined Acid Titanium Complex
G. Wang, J. Zhao, Y. Zhou, B. Wang, J. Qu*
Dalian University of Technology, P. R. of China
Further Information
Publication History
Publication Date:
21 October 2010 (online)
Significance
The authors describe a novel titanium catalyst based on the BINOL scaffold for asymmetric vinylogous aldol addition. The reaction takes place at ambient temperatures and gives high yields and ee values for aromatic and α,β-unsaturated aldehydes. Importantly, the γ-aldol addition product is obtained exclusively without observation of the hetero-Diels-Alder adduct.
Review: S. E. Denmark, J. R. Heemstra, G. L. Beutner Angew. Chem. Int. Ed. 2005, 44, 4682-4698.