Transition??Metal??Free Homocoupling of Organomagnesium Compounds

A Krasovskiy, A Tishkov, V Del Amo…

Index: Krasovskiy, Arkady; Tishkov, Alexander; Del Amo, Vicente; Mayr, Herbert; Knochel, Paul Angewandte Chemie - International Edition, 2006 , vol. 45, # 30 p. 5010 - 5014

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Citation Number: 91

Abstract

Alkenylmagnesium reagents also could be coupled in this way. Bis (α-styryl) magnesium (11 a) reacted with 1 to afford 2, 3-diphenyl-1, 3-butadiene (12 a) in 87% yield. Stereoselective couplings of terminal alkenes are of great interest since the resulting isomerically pure 1, 3- dienes cannot be prepared by conventional Wittig reactions.[19] This methodology allows the coupling of E-(11 b, 11 d) or Z-alkenylmagnesium reagents (11 c, 11 e) with complete ...

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