Organic letters

TiCl4 Induced Anti-Markovnikov Rearrangement

M Nishizawa, Y Asai, H Imagawa

Index: Nishizawa, Mugio; Asai, Yumiko; Imagawa, Hiroshi Organic Letters, 2006 , vol. 8, # 25 p. 5793 - 5796

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Citation Number: 17

Abstract

Stereoisomeric bicyclic tert-alcohols afforded identical ring-expansion products via cationic anti-Markovnikov rearrangement from perpendicular tert-cations into identical six-membered ring secondary cations by the treatment with TiCl4. These results provide evidence that the reaction takes place by the cationic stepwise mechanism.