Direct Asymmetric anti-Mannich-Type Reactions Catalyzed by a Designed Amino Acid
Susumu Mitsumori, Haile Zhang, Paul Ha-Yeon Cheong, K. N. Houk, Fujie Tanaka and Carlos F. Barbas, III*
*The Skaggs Institute for Chemical Biology and the Departments of Chemistry
and Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines
Road, La Jolla, California 92037, Email: carlos
scripps.edu
S. Mitsumori, H. Zhang, P. H.-Y. Cheong, K. N. Houk, F. Tanaka, C. F. Barbas, III, J. Am. Chem. Soc., 2006, 128, 1040-1041.
DOI: 10.1021/ja056984f
Abstract
(3R,5R)-5-methyl-3-pyrrolidinecarboxylic acid as catalyst for Mannich-type reactions afforded anti-products in good yields with excellent diastereo- and enantioselectivities under mild conditions and low catalyst loadings.
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Key Words
Organocatalysis, Mannich Reaction, β-Amino Aldehydes, α-Amino Acids
ID: J48-Y2006-1400
