Title: An Asymmetric Approach towards (-)-Aphanorphine and Its Analogues
Authors: Donets, Pavel Alexandrovich ×
Goeman, Jan L
Van der Eycken, Johan
Robeyns, Koen
Van Meervelt, Luc
Van der Eycken, Erik #
Issue Date: Feb-2009
Publisher: Wiley-v c h verlag gmbh
Series Title: European journal of organic chemistry issue:6 pages:793-796
Abstract: A short enantioselective approach towards the alkaloid (-)-aphanorphine and its substituted analogues is described. The enantiomerically pure starting material for the synthesis was obtained by asymmetric hydrogenation in the presence of the Rh-(S)-PipPhos complex. Microwave-assisted Heck cyclization selectively provided the seven-membered 3-benzazepine ring. Further, the assembly of the tricyclic core of the alkaloid was accomplished by intramolecular radical cyclization. The X-ray structure confirming the absolute configuration of the obtained products is described. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
ISSN: 1434-193X
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Biochemistry, Molecular and Structural Biology Section
Molecular Design and Synthesis
× corresponding author
# (joint) last author

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