The LiClO4-mediated synthesis of beta-(dialkylamino) sulfoxides and beta-(dialkylamino) sulfones by addition of alpha-lithiated salts of sulfoxides and sulfones to aldehydes and (trimethylsilyl)dialkylamines

Authors
Naimi-Jamal, MR Ipaktschi, J Saidi, MR
Citation
Mr. Naimi-jamal et al., The LiClO4-mediated synthesis of beta-(dialkylamino) sulfoxides and beta-(dialkylamino) sulfones by addition of alpha-lithiated salts of sulfoxides and sulfones to aldehydes and (trimethylsilyl)dialkylamines, EUR J ORG C, (9), 2000, pp. 1735-1739
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
9
Year of publication
2000
Pages
1735 - 1739
Database
ISI
SICI code
1434-193X(200005):9<1735:TLSOBS>2.0.ZU;2-8
Abstract
The LiClO4-mediated one-pot reaction of aldehydes with (trimethylsilyl)dial kyl amines and the lithium salt of sulfoxides or sulfones, affords the corr esponding beta-(dialkylamino) sulfoxides and beta-(dialkylamino) sulfones i n high yields. The aminosulfoxidation reaction of aliphatic or aromatic ald ehydes lacks diastereoselectivity, but the diastereomeric sulfoxides can be separated by HPLC or column chromatography for further use.