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Synfacts 2011(11): 1195-1195
DOI: 10.1055/s-0031-1289218
DOI: 10.1055/s-0031-1289218
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New YorkGold-Catalyzed Enantioselective Protonation
C. H. Cheon, O. Kanno, F. D. Toste*
University of California, Berkeley, USA
Further Information
Publication History
Publication Date:
19 October 2011 (online)
Significance
The catalytic enantioselective protonation of silyl enol ethers was realized via a cationic gold-activated Brønsted acid. While enantioselective protonations of cyclic silyl enol ethers of ketones are known (see Review below), no prior precedents on Brønsted acid catalyzed protonation existed for the acyclic variants.
Review: J. T. Mohr, A. Y. Hong, B. M. Stoltz Nat. Chem. 2009, 1, 359-369.