Carbene-catalyzed [2+2] cycloaddition of chloroaldehydes and isatin-derived ketimines for enantioselective synthesis of spirocyclic β-lactams

Chemical Communications 2026

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Authors: Zhiqiang Yang, Guanbin Wei, Xuebin Chen, Jingang Peng, Qing Yi He, Tianyuan Zhang, Bin Liu, Yi Zhang
DOI: 10.1039/d5cc05816c
Cited by: 1
References: 63

Abstract

An N-heterocyclic carbene-catalyzed asymmetric [2+2] cycloaddition reaction of α-chloroaldehydes with isatin-derived ketimines is developed. This protocol tolerates a wide range of substrates featuring various substitution patterns, and under mild, oxidant-free reaction conditions with low catalyst loading (5 mol%), a series of spirocyclic β-lactams can be efficiently prepared in moderate to good yields and excellent optical purities.

Fields of Study & Subjects

N-Heterocyclic Carbenes in Organic and Inorganic Chemistry Cyclopropane Reaction Mechanisms Synthesis of β-Lactam Compounds

Publication details

Journal / source
Chemical Communications
Publisher
Royal Society of Chemistry (RSC)
Volume
62
Issue
10
Pages
3321–3325
Publication date
1 January 2026
Language
EN