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Stereospecific [3+2] Cycloaddition of Chiral Arylallenes with C,N-Cyclic Azomethine Imines
Journal article   Peer reviewed

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

De Wang, Xinyu Liu, Manjaly J Ajitha, Zhixin Liu, Yongyi Hu and Kuo-Wei Huang
Organic letters, Vol.25(18), pp.3249-3253
12/05/2023
PMID: 37114764

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.

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