Equilibria between Enamine and α,β-Unsaturated Imine in Cephalosporin Hydrolysis

Stephen Buckwell; Michael I. Page; Jethro L. Longridge

doi:10.1039/C39860001039

Equilibria between Enamine and α,β-Unsaturated Imine in Cephalosporin Hydrolysis

Stephen Buckwell, Michael I. Page, Jethro L. Longridge

School of Applied Sciences

ICI Pharmaceutical Division

Research output: Contribution to journal › Article › peer-review

11 Citations (Scopus)

Abstract

The normal product of hydrolysis of cephalosporins with a leaving group at C-3′ is an α,β-unsaturated imine which is demonstrated to be in equilibrium with its precursor, an enamine; the equilibrium constants for this process are reported for thiolate anions which generate a Bronsted β_lg of 0.71.

Original language	English
Pages (from-to)	1039-1040
Number of pages	2
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	13
DOIs	https://doi.org/10.1039/C39860001039
Publication status	Published - 1 Jul 1986

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title = "Equilibria between Enamine and α,β-Unsaturated Imine in Cephalosporin Hydrolysis",

abstract = "The normal product of hydrolysis of cephalosporins with a leaving group at C-3′ is an α,β-unsaturated imine which is demonstrated to be in equilibrium with its precursor, an enamine; the equilibrium constants for this process are reported for thiolate anions which generate a Bronsted βlg of 0.71.",

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AU - Longridge, Jethro L.

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N2 - The normal product of hydrolysis of cephalosporins with a leaving group at C-3′ is an α,β-unsaturated imine which is demonstrated to be in equilibrium with its precursor, an enamine; the equilibrium constants for this process are reported for thiolate anions which generate a Bronsted βlg of 0.71.

AB - The normal product of hydrolysis of cephalosporins with a leaving group at C-3′ is an α,β-unsaturated imine which is demonstrated to be in equilibrium with its precursor, an enamine; the equilibrium constants for this process are reported for thiolate anions which generate a Bronsted βlg of 0.71.

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DO - 10.1039/C39860001039

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JO - Journal of the Chemical Society, Chemical Communications

JF - Journal of the Chemical Society, Chemical Communications

IS - 13

ER -

Equilibria between Enamine and α,β-Unsaturated Imine in Cephalosporin Hydrolysis

Abstract

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