Organocatalytic annulation of aldehydes and o-quinone methides: A facile access to dihydrocoumarins

Ding Zhou, Kaizhe Mao, Jian Zhang, Bingliang Yan, Wei Wang, Hexin Xie

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

A [4+2] annulation of aldehydes and o-quinone methides catalyzed by a secondary amine is developed. This process leads to biologically important dihydrocoumarins in moderate to good yields after oxidation. In addition, the employment of a chiral secondary amine catalyst allows access to optically active dihydrocoumarins with up to 64% ee.

Original languageEnglish (US)
Pages (from-to)5649-5652
Number of pages4
JournalTetrahedron Letters
Volume57
Issue number50
DOIs
StatePublished - 2016
Externally publishedYes

Keywords

  • Dihydrocoumarin
  • Organocatalysis
  • o-Quinone methide

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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