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Synthesis of Enantiopure 2-Aryl(Alkyl)-2-trifluoromethyl-Substituted Morpholines and Oxazepanes

✍ Scribed by Jean Nonnenmacher; Fabienne Grellepois; Charles Portella

Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
191 KB
Volume
2009
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

The synthesis of morpholines and oxazepanes derivatives containing a trifluoromethyl group on a quaternary carbon has been achieved from a common enantiopure O‐allyl amino ether precursor. Classic 6‐exo iodoamination provided the iodomorpholines, versatile synthetic intermediates, whereas a hydrozirconation/iodination sequence allowed the synthesis of oxazepanes by a 7‐endo cyclisation.(Β© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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## Abstract Mixture of oxiranes (I), which are difficult to separate (no details given), allow a regiospecific synthesis of oxazepanones and morpholinones.