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

Authors
Abbas, S Hayes, CJ Worden, S
Citation
S. Abbas et al., The 'Hirao reduction' revisited: a procedure for the synthesis of terminalvinyl bromides by the reduction of 1,1-dibromoalkenes, TETRAHEDR L, 41(17), 2000, pp. 3215-3219
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
17
Year of publication
2000
Pages
3215 - 3219
Database
ISI
SICI code
0040-4039(20000422)41:17<3215:T'RRAP>2.0.ZU;2-R
Abstract
A convenient procedure for the synthesis of vinyl bromides is described, wh ich involves the selective reduction of the corresponding 1,1-dibromoalkene s with dimethylphosphite and triethylamine. The 1,1-dibromoalkenes are obta ined in excellent yields from the corresponding aldehydes via olefination w ith carbon tetrabromide and triphenylphosphine. (C) 2000 Elsevier Science L td. All rights reserved.