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Angew Chem Int Ed Engl. 2013 Oct 25;52(44):11651-5. doi: 10.1002/anie.201306500. Epub 2013 Sep 11.

A practical access to highly enantiomerically pure flavanones by catalytic asymmetric transfer hydrogenation.

Author information

1
Fachrichtung Chemie und Lebensmittelchemie, Organische Chemie I, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden (Germany) http://www.chm.tu-dresden.de/oc1/

Abstract

A surprisingly selective, non-enzymatic kinetic resolution of readily available, racemic β-chiral ketones enabled the title process, which was applied to a rapid synthesis of several bioactive flavanones in virtually enantiopure form (see scheme; MOM=methoxymethyl, Ts=p-toluenesulfonyl).

KEYWORDS:

asymmetric catalysis; flavonoids; glabrol; kinetic resolution; natural products

PMID:
24027174
DOI:
10.1002/anie.201306500
[Indexed for MEDLINE]
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