A facile synthesis of 2-exo-methylenepenam; A potent intermediate for syntheses of new β-lactamase inhibitors

Hideo Tanaka; Yutaka Kameyama; Takahito Yamauchi; Sigeru Torii

doi:10.1039/C39920001793

A facile synthesis of 2-exo-methylenepenam; A potent intermediate for syntheses of new β-lactamase inhibitors

Hideo Tanaka, Yutaka Kameyama, Takahito Yamauchi, Sigeru Torii

Faculty of Engineering

Research output: Contribution to journal › Article

11 Citations (Scopus)

Abstract

A convenient synthesis of 2-exo-methylenepenams 1 is performed by reductive cyclization of allenecarboxylates 8 in a BiCl₃/Zn bimetal redox system; subsequent manipulation of the 2-exo-methylene moiety of 1 opens new entries to β-lactam antibiotics and/or β-lactamase inhibitors.

Original language	English
Pages (from-to)	1793-1794
Number of pages	2
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	24
DOIs	https://doi.org/10.1039/C39920001793
Publication status	Published - Dec 1 1992

ASJC Scopus subject areas

Molecular Medicine

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abstract = "A convenient synthesis of 2-exo-methylenepenams 1 is performed by reductive cyclization of allenecarboxylates 8 in a BiCl3/Zn bimetal redox system; subsequent manipulation of the 2-exo-methylene moiety of 1 opens new entries to β-lactam antibiotics and/or β-lactamase inhibitors.",

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