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

Romero Eugénie | Zendy; Minard Corinne | Zendy; Benchekroun Mohamed | Zendy; Ventre Sandrine | Zendy; Retailleau Pascal | Zendy; Dodd Robert H. | Zendy; Cariou Kevin | Zendy

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

Author(s) -

Romero Eugénie,

Minard Corinne,

Benchekroun Mohamed,

Ventre Sandrine,

Retailleau Pascal,

Dodd Robert H.,

Cariou Kevin

Publication year - 2017

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201702545

Subject(s) - cycloaddition , chemistry , staudinger reaction , combinatorial chemistry , base (topology) , stereochemistry , organic chemistry , mathematics , catalysis , mathematical analysis

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.

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