4.8 Article

Enantioselective Organocatalytic Conjugate Addition of Nitroalkanes to Electrophilic 2-Iminochromenes

Journal

ACS CATALYSIS
Volume 2, Issue 8, Pages 1535-1538

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/cs300313j

Keywords

2-amino-4H-chromenes; organocatalysis; conjugate addition; nitroalkane

Funding

  1. National University of Singapore under MOE AcRF FRC [R-143-000-480-112, R-143-000-443-112, NRF-CRP7-2010-03]

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We disclose a new efficient enantioselective organocatalytic conjugate addition method for the preparation of 2-amino-4H-chromenes in high to excellent yields (75-95%) and with high to excellent enantioselectivities (86-97% ee). It is noteworthy that the 2-iminochromene was first disclosed as an active electrophile.

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