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Synfacts 2010(8): 0952-0952
DOI: 10.1055/s-0030-1257800
DOI: 10.1055/s-0030-1257800
Organo- and Biocatalysis
© Georg Thieme Verlag
Stuttgart ˙ New York
Organocatalytic Vinylogous Mukaiyama Aldol Reactions
N. Zhu, B.-C. Ma*, Y. Zhang, W. Wang*
Lanzhou University, P. R. of China
Further Information
Publication History
Publication Date:
22 July 2010 (online)
Significance
An organocatalytic vinylogous Mukaiyama aldol reaction (VMAR) of aromatic aldehydes with 2-(trimethylsilyloxy)furan is reported. The employed catalyst having a bifunctional quinine-based skeleton with an adjacent thiourea moiety furnished the desired substituted γ-buten-olides in good yields and diastereoselectivities and with high optical purities.
Review: S. E. Denmark, J. R. Heemstra Jr., G. L. Beutner Angew. Chem. Int. Ed. 2005, 44, 4682-4698.