4.5 Article

The First Highly Enantioselective Lewis Base Organocatalyzed Hydrosilylation of α-Imino Esters

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2010, Issue 4, Pages 616-619

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200901312

Keywords

Amino acids; Enantioselectivity; Hydrosilylation; Lewis bases; Organocatalysis

Funding

  1. National Sciences Foundation of China [20772122]

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Novel, chiral Lewis base organocatalysts, which displayed poor enantioselection in the hydrosilylation of N-aryl beta-enamino esters, were found to be the catalysts of choice in the hydrosilylation of alpha-imino esters. In the presence of 10 mol-% of the best catalyst, various alpha-imino esters underwent enantioselective hydrosilylation to provide a wide range of chiral alpha-amino esters with good yields (up to 97%) and high enantioselectivities (up to 93% ee) except for some special substrates.

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