Impurity annihilation: Chromatography-free parallel Mitsunobu reactions

Citation
Agm. Barrett et al., Impurity annihilation: Chromatography-free parallel Mitsunobu reactions, ORG LETT, 2(19), 2000, pp. 2999-3001
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
19
Year of publication
2000
Pages
2999 - 3001
Database
ISI
SICI code
1523-7060(20000921)2:19<2999:IACPMR>2.0.ZU;2-R
Abstract
GRAPHICS Mitsunobu reaction of an alcohol ROH with a carboxylic acid, phthalimide, o r N-hydroxyphthalimide (NuH) using DNAD (4) and (diphenylphosphino)polystyr ene (11) gave the products RNu, Ring opening metathetic polymerization of t he side product DNADH(2) (3) using Cl-2(Cy3P)(2)Ru=CHPh (13) and filtration , to remove poly(DNADH(2)), (diphenylphosphino)polystyrene 11, its oxide, a nd its adduct with excess DNAD, gave RNu (43-100%, 88-96% purity) without r ecourse to chromatography.