J. Org. Chem., 61
(2), 566
-572
jo951444u
Copyright © 1996 by the American Chemical Society
Total Synthesis of cis- and trans-3-Hydroxy-D-proline and
(+)-Detoxinine
Johann Mulzer* and
Andreas Meier
Institut für Organische Chemie der Johann Wolfgang Goethe Universität, Marie-Curie-Strasse 11,
D-60439 Frankfurt, Germany
Jürgen Buschmann and
Peter Luger
Institut für Kristallographie der Freien Universität Berlin, Takustrasse 6, D-14195 Berlin, Germany
Received: August 4, 1995
Abstract:
The unnatural enantiomer of the amino acid detoxinine and both
diastereomeric 3-hydroxy-D-prolines have been prepared from D-mannitol via the
O-silylated hydroxyproline 12 as a
common
key intermediate.