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Org Lett. 2006 Nov 9;8(23):5239-42.

Substrate-directed stereoselectivity in vicinal diamine-catalyzed synthesis of warfarin.

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1
Department of Chemistry, University of Toronto, 80 St. Geroge Street, Toronto, ON, M5S 3H6 Canada.

Abstract

[Structure: see text] A new mechanism involving a diimine intermediate is proposed for vicinal diamine-catalyzed synthesis of warfarin. Decreasing the NCCN dihedral angle by varying the diamine results in an increase in the enantioselectivity of warfarin synthesis.

PMID:
17078687
DOI:
10.1021/ol062000v
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