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Synlett 1991; 1991(8): 563-564
DOI: 10.1055/s-1991-20798
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Asymmetric Cyanosilylation of Aldehydes Promoted by a Novel Chiral Lewis Acid, Organoaluminum Complex of Acyclic Dipeptide Esters or α-Amino Amides Containing a Phenolic Schiff Base

Atsunori Mori* , Hiroshi Ohno, Hideaki Nitta, Kenzo Tanaka, Shohei Inoue
  • *Department of Synthetic Chemistry, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113, Japan
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Publication Date:
07 March 2002 (online)

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Enantioselective addition of cyanotrimethylsilane to aldehydes promoted by a stoichiometric or catalytic amount of organoaluminum complex of dipeptide esters or α-amino amides, whose terminal amino groups are modified with a phenolic Schiff base derivative, gives optically active cyanohydrin silyl ethers in good yield with selectivities of up to 71% enantiomeric excess.