On the Mechanism of the Copper??Catalyzed Cyclopropanation Reaction

T Rasmussen, JF Jensen, N Østergaard…

Index: Rasmussen, Torben; Jensen, Jakob F.; stergaard, Niels; Tanner, David; Ziegler, Tom; Norrby, Per-Ola Chemistry - A European Journal, 2002 , vol. 8, # 1 p. 177 - 184

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Citation Number: 84

Abstract

Abstract The selectivity-determining step in enantioselective copper-catalyzed cyclopropanation with diazo compounds has been studied by experimental and computational methods. The addition of the very reactive metallacarbene intermediate in an early transition state to the substrate alkene is concerted but strongly asynchronous, with substantial cationic character on one alkene carbon in the neighborhood of the transition ...