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Synlett 1998; 1998(12): 1441-1443
DOI: 10.1055/s-1998-1953
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2-Amino-1,2,2-triphenylethanol: A Novel Chiral Reagent Containing the Diphenylaminomethyl Group. Enantioselective Addition of Diethylzinc to Benzaldehyde

Ralf Fleischer* , Manfred Braun
  • *Institut für Organische und Makromolekulare Chemie, Universität Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany; Fax + 49 211 81 1 30 85; E-mail: braunm@uni-duesseldorf.de
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Publication Date:
31 December 2000 (online)

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The novel chiral amino alcohols (R)- and (S)-1 are prepared from the corresponding enantiomer of ethanediol 2. Alkoxytitanium complexes of the imines 8 derived from 1 are suitable to catalyze the addition of diethylzinc to benzaldehyde in up to 92% e.e.

amino alcohol - cyclic sulfite - imine-titanium complexes - enantioselectivity - diethyl zinc