Mild oxidative one-pot allyl group cleavage

Citation
Pi. Kitov et Dr. Bundle, Mild oxidative one-pot allyl group cleavage, ORG LETT, 3(18), 2001, pp. 2835-2838
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
18
Year of publication
2001
Pages
2835 - 2838
Database
ISI
SICI code
1523-7060(20010906)3:18<2835:MOOAGC>2.0.ZU;2-G
Abstract
A new one-pot method is described for the removal of O- and N-allyl protect ing groups under oxidative conditions at near neutral pH. The allyl group u ndergoes hydroxylation and subsequent periodate scission of the vicinal dio l, followed by repetition of this reaction sequence on the enolic form of t he aldehyde intermediate.