Synthesis 2004(12): 2047-2051  
DOI: 10.1055/s-2004-829183
PAPER
© Georg Thieme Verlag Stuttgart · New York

Versatile Synthesis of Chiral Aminophosphine Phosphinites (AMPPs) as Ligands for Enantioselective Hydrogenation

Natalia V. Dubrovinaa, Vitali I. Tararova, Zenfira Kadyrovaa, Axel Monseesb, Armin Börner*a,c
a Leibniz-Institut für Organische Katalyse an der Universität Rostock e.V., Buchbinderstr. 5/6, 18055 Rostock, Germany
b Degussa AG, Projekthaus Katalyse, Industriepark Hoechst, Gebäude G 830, 65926 Frankfurt/Main, Germany
c Fachbereich Chemie der Universität Rostock, A.-Einstein-Str. 3a, 18059 Rostock, Germany
Fax: +49(381)4669324; e-Mail: armin.boerner@ifok.uni-rostock.de;
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Publication History

Received 3 May 2004
Publication Date:
27 July 2004 (online)

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Abstract

New chiral aminophosphine phosphinite (AMPP) ligands with different P-aryl substituents were prepared from (1R,3S,4S)-2-azabicyclo[2.2.1]hept-3-ylmethanol by a new and chemoselective synthetic approach. The ligands showed good enantioselectivity (up to 91%) in the Rh-catalyzed enantioselective hydrogenation of benchmark substrates.

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This work is part of the Ph.D. thesis of Dubrovina, N. V.; Rostock, 2003.