Volume 20, Issue 22
Natural Products
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ChemInform Abstract: Electrooxidative Cyclization of 4-Dithioazetidones (Kamiya′s Disulfides). A Facile Access to 2-(Substituted Methyl)penicillanates.

H. TANAKA

H. TANAKA

Dep. Appl. Chem., Fac. Eng., Okayama Univ., Tsushima, Okayama 700, Japan

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M. TANAKA

M. TANAKA

Dep. Appl. Chem., Fac. Eng., Okayama Univ., Tsushima, Okayama 700, Japan

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Y. HIRONAKA

Y. HIRONAKA

Dep. Appl. Chem., Fac. Eng., Okayama Univ., Tsushima, Okayama 700, Japan

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A. NAKAI

A. NAKAI

Dep. Appl. Chem., Fac. Eng., Okayama Univ., Tsushima, Okayama 700, Japan

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S. TORII

S. TORII

Dep. Appl. Chem., Fac. Eng., Okayama Univ., Tsushima, Okayama 700, Japan

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First published: May 30, 1989

Abstract

The (benzothiazolyldithio)azetidinones (I) are subjected to electrolysis in the presence of potassium thio- or selenocyanate (II) and acids in two-phase systems, producing selectively the penicillanates (III).

ChemInform Abstract

The (benzothiazolyldithio)azetidinones (I) are subjected to electrolysis in the presence of potassium thio- or selenocyanate (II) and acids in two-phase systems, producing selectively the penicillanates (III). The analogous electrochemical ring closure reaction with sodium azide results in the formation of moderate amounts of diastereomeric azides.

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