Hydroboration of unsaturated phosphonic esters: Synthesis of boronophosphonates and trisubstituted vinylphosphonates

Citation
I. Pergament et M. Srebnik, Hydroboration of unsaturated phosphonic esters: Synthesis of boronophosphonates and trisubstituted vinylphosphonates, ORG LETT, 3(2), 2001, pp. 217-219
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
2
Year of publication
2001
Pages
217 - 219
Database
ISI
SICI code
1523-7060(20010125)3:2<217:HOUPES>2.0.ZU;2-5
Abstract
[GRAPHICS] Hydroboration of vinyl phosphonates with pinacolborane (PBH) proceeds to gi ve phosphonoboronates, 2, Surprisingly, such compounds have not been report ed before, The reaction works well with terminal alkenylphosphonates, Inter nal alkenylphosphonates give complex mixtures, Hydroboration/Suzuki couplin g of alkynylphosphonates, with PBH, in a one-pot procedure gives trisubstit uted vinylphosphonates in good overall yields and provides a new synthesis of these compounds.