One-pot Synthesis of Chiral cis-Hydrindanes via Diphenylprolinol Silyl Ether Mediated Domino Reaction and Aldol Condensation

Nariyoshi Umekubo, Ryohei Iwata, Yujiro Hayashi

Research output: Contribution to journalArticle

Abstract

Substituted chiral hydrindanes were synthesized as single isomers in almost enantiopure forms through a one-pot process that proceeds via the diphenylprolinol silyl ether mediateddomino Michael/Michael reaction of α,β-unsaturated aldehydes and 3-hexene-2,5-dione, and a subsequent intramolecular aldol condensation of the generated cyclopentanone intermediate.

Original languageEnglish
Pages (from-to)867-869
Number of pages3
JournalChemistry Letters
Volume49
Issue number7
DOIs
Publication statusPublished - 2020 Jul

Keywords

  • Domino reaction
  • Michael reaction
  • Organocatalyst

ASJC Scopus subject areas

  • Chemistry(all)

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