Catalytic Enantio- and Diastereoselective Aldol Reactions of Glycine-Derived Silicon Enolate with Aldehydes: An Efficient Approach to the Asymmetric Synthesis of anti-β-Hydroxy-α-Amino Acid Derivatives
Jun Kobayashi, Masayuki Nakamura, Yuichiro Mori, Yasuhiro Yamashita and Shu Kobayashi*
*Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo,
Bunkyo-ku, Tokyo 113-0033, Japan,
Email: skobayasmol.f.u-tokyo.ac.jp
J. Kobayashi, M. Nakamura, Y. Mori, Y. Yamashita, S. Kobayashi, J. Am. Chem. Soc., 2004, 126, 9192-9193.
DOI: 10.1021/ja047597t
Abstract
An efficient method for the asymmetric synthesis of anti-β-hydroxy-α-amino acid derivatives is based on highly enantio- and diastereoselective aldol reactions of the silicon enolate derived from N-trifluoroacetylglycinate with aldehydes using a chiral zirconium catalyst.
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Key Words
α-Amino Acid Derivatives, Mukaiyama Aldol Addition
ID: J48-Y2004-1620