A SILVER SALT-IODINE REAGENT SYSTEM FOR THE DEPROTECTION OF MONOTHIOACETALS AND DITHIOACETALS

Authors
NISHIDE K NAKAMURA D YOKOTA K SUMIYA T NODE M UEDA M FUJI K
Citation
K. Nishide et al., A SILVER SALT-IODINE REAGENT SYSTEM FOR THE DEPROTECTION OF MONOTHIOACETALS AND DITHIOACETALS, Heterocycles, 44, 1997, pp. 393-404
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
44
Year of publication
1997
Pages
393 - 404
Database
ISI
SICI code
0385-5414(1997)44:<393:ASSRSF>2.0.ZU;2-2
Abstract
A new reagent (silver salt - iodine) system was developed for the depr otection of monothioacetals and dithioacetals. The reactions using thi s reagent system afforded the parent carbonyl compounds in moderate to quantitative yields under mild conditions. These deprotections were a lso effective in the catalytic amount of this reagent. As an applicati on of this deprotective reagent system, synthesizing optically active alpha-hydroxyaldehyde using chiral 1,3-oxathiane was demonstrated.