2-Amino-1,2,2-triphenylethanol: A Novel Chiral Reagent Containing the Diphenylaminomethyl Group. Enantioselective Addition of Diethylzinc to Benzaldehyde

Ralf Fleischer; Manfred Braun

doi:10.1055/s-1998-1953

Synlett 1998; 1998(12): 1441-1443
DOI: 10.1055/s-1998-1953

letter

© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

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

Abstract

PDF Download All articles of this category

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

PDF (35 kb)