Electrochimica Acta

Electron transfer-induced four-membered cyclic intermediate formation: Olefin cross-coupling vs. olefin cross-metathesis

Y Okada, K Chiba

Index: Okada, Yohei; Chiba, Kazuhiro Electrochimica Acta, 2011 , vol. 56, # 3 p. 1037 - 1042

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Citation Number: 20

Abstract

An electron transfer-induced four-membered cyclic intermediate, formed between a radical cation of an enol ether and an unactivated olefin, played a key role in the pathway toward either cross-coupling or cross-metathesis. The presence of an alkoxy group on the phenyl ring of the olefin entirely determined the synthetic outcome of the reaction, which mirrored the efficiency of the intramolecular electron transfer.