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Catalytic Asymmetric Protonation of α-Amino Acid-Derived Ketene Disilyl Acetals Using P-Spiro Diaminodioxaphosphonium Barfates as Chiral Proton

Daisuke Uraguchi, Natsuko Kinoshita and Takashi Ooi*

*Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464−8603, Japan, Email: tooiapchem.nagoya-u.ac.jp

D. Uraguchi, N. Kinoshita, T. Ooi, J. Am. Chem. Soc., 2010, 132, 12240-12242.

DOI: 10.1021/ja105945z


Abstract

Chiral diaminodioxaphosphonium salts can be used in catalytic amounts in a highly enantioselective protonation of α-amino acid-derived ketene disilyl acetals in the presence of 2,6-dimethylphenol as stoichiometric proton source.

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Key Words

α-amino acids, desilylation, organocatalysis


ID: J48-Y2010-2580