Issue 36, 2022

Catalytic asymmetric transformation of nitrones and allenes to dihydropyridoindoles via chiral N,N′-dioxide/cobalt(ii) catalysis

Abstract

A chiral N,N′-dioxide/cobalt(II) complex catalytic system is developed to promote the multistep cascade reaction of α,β-unsaturated-N-aryl nitrones with allenes, giving a variety of chiral dihydropyridoindoles in moderate to good yields with excellent dr and ee values. Mechanistic studies support a [3+2] cycloaddition/[3,3]-rearrangement/retro-Mannich process.

Graphical abstract: Catalytic asymmetric transformation of nitrones and allenes to dihydropyridoindoles via chiral N,N′-dioxide/cobalt(ii) catalysis

Supplementary files

Article information

Article type
Communication
Submitted
02 Mar 2022
Accepted
02 Apr 2022
First published
04 Apr 2022

Chem. Commun., 2022,58, 5482-5485

Catalytic asymmetric transformation of nitrones and allenes to dihydropyridoindoles via chiral N,N′-dioxide/cobalt(II) catalysis

M. Liu, L. Xie, L. Hou, L. Lin and X. Feng, Chem. Commun., 2022, 58, 5482 DOI: 10.1039/D2CC01263D

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