Tetrahedron Letters

Aryl and vinyl cyclopropanes through the in situ generation of B-cyclopropyl-9-BBN and its Suzuki–Miyaura coupling

JA Soderquist, R Huertas, G Leon-Colon

Index: Soderquist, John A.; Huertas, Ramon; Leon-Colon, Gisela Tetrahedron Letters, 2000 , vol. 41, # 22 p. 4251 - 4255

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Citation Number: 24

Abstract

Dihydroboration of propargyl bromide with 9-BBN-H followed by treatment of the adduct with aqueous sodium hydroxide affords the hydroxy (cyclopropyl) borate complex (1), which undergoes efficient palladium-catalyzed cross-coupling to produce a variety of aryl and vinyl cyclopropanes (2) in good to excellent yields.