Stereospecific [3+2] Cycloaddition of Chiral Arylallenes with C,N-Cyclic Azomethine Imines.

De Wang, Xinyu Liu, Manjaly John Ajitha, Zhixin Liu, Yongyi Hu, Kuo-Wei Huang

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

A novel α,β-regioselective [3+2] cycloaddition reaction of arylallene with C,N-cyclic azomethine imine is reported. The axial-to-central chirality transfer phenomenon has been disclosed with chiral allenes in the reaction. The wide substrate scope, including different functional groups and natural products, reveals the generality of the methodology. Both experiments and density functional theory calculations have been used to elucidate a plausible mechanism.
Original languageEnglish (US)
JournalOrganic Letters
DOIs
StatePublished - Apr 28 2023

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry

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