4.8 Article

N719 Dye-Sensitized Organophotocatalysis: Enantioselective Tandem Michael Addition/Oxyamination of Aldehydes

Journal

ORGANIC LETTERS
Volume 14, Issue 13, Pages 3272-3275

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol3011858

Keywords

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Funding

  1. Korea Research Foundation [2011-0030745, 2011-0005996]
  2. National Research Foundation of Korea [2010-0002396, 2009-0094046, 과C6A2404] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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A remarkably efficient photosensitizer, N719 dye, was used in asymmetric tandem Michael addition/oxyamination of aldehydes, rendering alpha,beta-substituted aldehydes in good yields with excellent levels of enantioselectivity and diastereoselectivity. This is the first report of a multiorganocatalytic reaction involving iminium catalysis and photoinduced singly occupied molecular orbital (SOMO) catalysis. This reaction is expected to expand the scope of tandem organocatalytic reactions.

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