Base-mediated generation of ketenimines from ynamides: direct access to azetidinimines by an imino staudinger synthesis

Romero, Eugénie, Minard, Corinne, Benchekroun, Mohamed, Ventre, Sandrine, Retailleau, Pascal, Dodd, Robert H and Cariou, Kevin (2017) Base-mediated generation of ketenimines from ynamides: direct access to azetidinimines by an imino staudinger synthesis. Chemistry - A European Journal. ISSN 0947-6539 (Accepted)

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Abstract

Ynamides were used as precursors for the in situ generation of highly reactive ketenimines which could be trapped with imines in a [2+2] cycloaddition. This imino Staudinger synthesis led to a variety of imino-analogs of β-lactams, namely azetidinimines (20 examples), that could be further functionalized through a broad range of transformations.

Item Type: Article
Schools and Departments: School of Life Sciences > Chemistry
Research Centres and Groups: Sussex Drug Discovery Centre
Subjects: Q Science > QD Chemistry > QD0241 Organic chemistry
Depositing User: Mohamed Benchekroun
Date Deposited: 28 Jul 2017 08:18
Last Modified: 28 Jul 2017 08:54
URI: http://sro.sussex.ac.uk/id/eprint/69048

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