A Combination of Metal and Organic Catalysis: Highly Diastereo- and Enantioselective Construction of Fluorinated 2-Aminocyclopenta[b]pyran Derivatives

Jiahuan Peng, Bo Liang Zhao, Da Ming Du*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

An efficient highly diastereo- and enantioselective protocol to access optically pure fluorine-containing 2-amino-cyclopenta[b]pyran derivatives using Lewis acid catalysis and organocatalysis sequence has been developed. The corresponding products could be obtained in good to excellent yields with good to excellent diastereoselectivity and enantioselectivity (up to 99:1 dr, >99% ee).

Original languageEnglish
Pages (from-to)3639-3647
Number of pages9
JournalAdvanced Synthesis and Catalysis
Volume357
Issue number16-17
DOIs
Publication statusPublished - 16 Nov 2015

Keywords

  • Michael addition
  • asymmetric catalysis
  • bis(thiazolines)
  • fluorination
  • pyrans
  • squaramides

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Peng, J., Zhao, B. L., & Du, D. M. (2015). A Combination of Metal and Organic Catalysis: Highly Diastereo- and Enantioselective Construction of Fluorinated 2-Aminocyclopenta[b]pyran Derivatives. Advanced Synthesis and Catalysis, 357(16-17), 3639-3647. https://doi.org/10.1002/adsc.201500744