Convenient Access to Various 1??Cyclopropylcyclopropane Derivatives

…, HW Sünnemann, D Frank, K Rauch…

Index: De Meijere, Armin; Khlebnikov, Alexander F.; Suennemann, Hans Wolf; Frank, Daniel; Rauch, Karsten; Yufit, Dmitrii S. European Journal of Organic Chemistry, 2010 , # 17 p. 3295 - 3301

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Citation Number: 4

Abstract

Abstract 1-Bromo-1-cyclopropylcyclopropane (1), which is easily accessible in two steps from methyl cyclopropanecarboxylate, does not form a stable Grignard reagent upon reaction with elemental magnesium, yet it readily undergoes bromine/lithium exchange without rearrangement upon treatment with tert-butyllithium in diethyl ether/pentane at–78 C, and the resulting 1-lithio-1-cyclopropylcyclopropane can be trapped with various ...