One-Pot Method for Stereoselective Cyclopropanation of Electron-Deficient Olefins with Methyl Bromoacetate and Phenacyl Bromide in the Presence of Triphenylarsine

Abstract

A triphenylarsine-catalyzed one-pot procedure for the preparation of cis-cyclopropanes with acyclic electron-deficient olefins with carbonyl-stabilized arsonium ylides formed from methyl bromoacetate or phenacyl bromide in the presence of NaHCO₃ has been achieved. This method is simple, high-yielding and cis-selective. The success of this method depends on the choice of base, solvent and temperature.

Key words

one-pot - triphenylarsine - cyclopropanation - stereoselectivity - NaHCO₃

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