Tetrahedron Letters

The 'Hirao reduction'revisited: a procedure for the synthesis of terminal vinyl bromides by the reduction of 1, 1-dibromoalkenes

S Abbas, CJ Hayes, S Worden

Index: Abbas, Sahar; Hayes, Christopher J.; Worden, Stephen Tetrahedron Letters, 2000 , vol. 41, # 17 p. 3215 - 3219

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Citation Number: 64

Abstract

A convenient procedure for the synthesis of vinyl bromides is described, which involves the selective reduction of the corresponding 1, 1-dibromoalkenes with dimethylphosphite and triethylamine. The 1, 1-dibromoalkenes are obtained in excellent yields from the corresponding aldehydes via olefination with carbon tetrabromide and triphenylphosphine.