4.8 Article

Visible-Light-Mediated 1,2-Acyl Migration: The Reaction of Secondary Enamino Ketones with Singlet Oxygen

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 45, 页码 12201-12204

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201407413

关键词

ene reaction; photochemistry; reaction mechanisms; ruthenium; singlet oxygen

资金

  1. NSFC [21102097]
  2. Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry

向作者/读者索取更多资源

Secondary enaminones were oxidized by photochemically generated singlet oxygen, followed by nucleophilic addition of alcohol and an unexpected 1,2-acyl migration to afford quaternary amino acid derivatives. An ene-type reaction pathway is proposed. It is distinctively different from the typical [2+2] addition of singlet oxygen to a C=C bond pathway.

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