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DOI: 10.1055/s-0031-1289878
Synthesis of a Chiral Key Intermediate of Neurokinin Antagonist SSR 240600 by Asymmetric Allylic Alkylation
Publikationsverlauf
Publikationsdatum:
11. November 2011 (online)

Abstract
The preparation of optically active morpholine-2-aryl-2-acetaldehyde from morpholine-2-aryl-3-one is reported. The quaternary carbon is introduced during a palladium-promoted asymmetric allylic alkylation. This is a useful intermediate in the synthesis and development of potent NK antagonist.
Key words
alkylation - palladium - asymmetric catalysis - heterocycle
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References and Notes
Michon, C.; Béthegnies, A.; Roussel, P.; Capet, F.; de Filippis, A.; Cossy, J.; Agbossou-Niedercorn, F. manuscript in preparation.
17X-ray crystal data of compound II were deposited under reference CCDC 836129. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre: www.ccdc.cam.ac.uk/data_request/cif.