Volume 31, Issue 23
Natural Products
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ChemInform Abstract: Synthesis of 3-Allyl- and 3-Benzyl-Δ3-cephems Through Sequential Reductive 1,2-Elimination/Addition/Cyclization of 3,4-Disubstituted 2-Butenoates in Allyl and Benzyl Halides/Mn/NiCl2/AlCl3/NMP Systems.

Hideo Tanaka

Hideo Tanaka

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

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Yoshihisa Tokumaru

Yoshihisa Tokumaru

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

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Sigeru Torii

Sigeru Torii

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

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First published: 08 June 2010

Abstract

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ChemInform Abstract

By using allyl chloride instead of the bromide, compound (IIIa) is obtained only in 36% yield. The reaction fails when vinyl bromide or properly bromide is used. Mechanistical aspects are discussed.

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