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

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posted on 2023-06-09, 07:00 authored by Eugénie Romero, Corinne Minard, Mohamed Benchekroun, Sandrine Ventre, Pascal Retailleau, Robert H Dodd, Kevin Cariou
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 ß-lactams, namely azetidinimines (20 examples), that could be further functionalized through a broad range of transformations.

History

Publication status

  • Published

File Version

  • Accepted version

Journal

Chemistry - A European Journal

ISSN

0947-6539

Publisher

Wiley

Issue

53

Volume

23

Page range

12991-12994

Department affiliated with

  • Chemistry Publications

Research groups affiliated with

  • Sussex Drug Discovery Centre Publications

Full text available

  • Yes

Peer reviewed?

  • Yes

Legacy Posted Date

2017-07-28

First Open Access (FOA) Date

2018-08-03

First Compliant Deposit (FCD) Date

2017-07-28

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