Conversion of cephem into penam/penem through sequential ring-opening/recyclization in an Al/BiCl3/AlCl3 system

Hideo Tanaka; Yoshihisa Tokumaru; Yutaka Kameyama; Sigeru Torii

doi:10.1246/cl.1997.1221

Conversion of cephem into penam/penem through sequential ring-opening/recyclization in an Al/BiCl₃/AlCl₃ system

Hideo Tanaka, Yoshihisa Tokumaru, Yutaka Kameyama, Sigeru Torii

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

7 Citations (Scopus)

Abstract

A sequential reductive ring-opening/recyclization reaction of 3-substituted Δ³-cephems into 2-exco-methylenepenams and/or 2-methylpenems was successfully performed by treatment with Al/BiCl₃/AlCl³ in NMP (N-methyl-2-pyrrolidinone). When the reaction was carried out in methanol, 3-norcephalosporin was formed as a major product.

Original language	English
Pages (from-to)	1221-1222
Number of pages	2
Journal	Chemistry Letters
Issue number	12
DOIs	https://doi.org/10.1246/cl.1997.1221
Publication status	Published - 1997
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.1997.1221

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abstract = "A sequential reductive ring-opening/recyclization reaction of 3-substituted Δ3-cephems into 2-exco-methylenepenams and/or 2-methylpenems was successfully performed by treatment with Al/BiCl3/AlCl3 in NMP (N-methyl-2-pyrrolidinone). When the reaction was carried out in methanol, 3-norcephalosporin was formed as a major product.",

author = "Hideo Tanaka and Yoshihisa Tokumaru and Yutaka Kameyama and Sigeru Torii",

year = "1997",

doi = "10.1246/cl.1997.1221",

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journal = "Chemistry Letters",

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AU - Tanaka, Hideo

AU - Tokumaru, Yoshihisa

AU - Kameyama, Yutaka

AU - Torii, Sigeru

PY - 1997

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AB - A sequential reductive ring-opening/recyclization reaction of 3-substituted Δ3-cephems into 2-exco-methylenepenams and/or 2-methylpenems was successfully performed by treatment with Al/BiCl3/AlCl3 in NMP (N-methyl-2-pyrrolidinone). When the reaction was carried out in methanol, 3-norcephalosporin was formed as a major product.

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Conversion of cephem into penam/penem through sequential ring-opening/recyclization in an Al/BiCl₃/AlCl₃ system

Abstract

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