Effective and novel enantioselective preparation of pyranopyrazoles and pyranocoumarins that is catalyzed by a quinine-derived primary amine

Sai Yang, Liu Lan Shen, Yoon Jung Kim, Jin Hyun Jeong

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

In this study, we executed an effective and novel enantioselective Michael/cyclodehydration sequential reaction between pyrazolin-5-one (or 4-hydroxy-2-pyrone) and chalcones that is catalyzed by a quinine-derived primary amine L7 in the presence of Boc-d-Phg-OH. Chiral pyranopyrazoles and pyranocoumarins were obtained in excellent enantioselectivities (up to 93%) with moderate yields and moderate enantioselectivities with high yields (up to 84%).

Original languageEnglish
Pages (from-to)623-630
Number of pages8
JournalOrganic and Biomolecular Chemistry
Volume14
Issue number2
DOIs
Publication statusPublished - 2016

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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