Tetrahedron

One-pot conversion of activated alcohols into 1, 1-dibromoalkenes and terminal alkynes using tandem oxidation processes with manganese dioxide

E Quesada, SA Raw, M Reid, E Roman, RJK Taylor

Index: Quesada, Ernesto; Raw, Steven A.; Reid, Mark; Roman, Estelle; Taylor, Richard J.K. Tetrahedron, 2006 , vol. 62, # 28 p. 6673 - 6680

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Citation Number: 49

Abstract

Approaches to the preparation of C1-homologated dibromoalkenes and terminal alkynes from activated alcohols using one-pot tandem oxidation processes (TOPs) with manganese dioxide are outlined. The conversion of alcohols into dibromoalkenes is described using dibromomethyltriphenylphosphonium bromide and the formation of terminal alkynes was achieved via a sequential one-pot, two-step process utilising the Bestmann–Ohira reagent.