Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2017 Sep 21;23(53):12991-12994.
doi: 10.1002/chem.201702545. Epub 2017 Aug 3.

Base-Mediated Generation of Ketenimines from Ynamides: Direct Access to Azetidinimines by an Imino-Staudinger Synthesis

Eugénie Romero  1 , Corinne Minard  1 , Mohamed Benchekroun  1 , Sandrine Ventre  1 , Pascal Retailleau  1 , Robert H Dodd  1 , Kevin Cariou  1
Affiliations

Base-Mediated Generation of Ketenimines from Ynamides: Direct Access to Azetidinimines by an Imino-Staudinger Synthesis

Eugénie Romero et al. Chemistry. .

Abstract

Ynamides were used as precursors for the in situ generation of highly reactive ketenimines that 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.

Keywords: Staudinger synthesis; [2+2] cycloaddition; azetidinimines; ketenimines; ynamides.

PubMed Disclaimer

LinkOut - more resources