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The LiClO 4 ‐Mediated Synthesis of β‐(Dialkylamino) Sulfoxides and β‐(Dialkylamino) Sulfones by Addition of α‐Lithiated Salts of Sulfoxides and Sulfones to Aldehydes and (Trimethylsilyl)dialkylamines
Author(s) -
NaimiJamal M. Reza,
Ipaktschi Junes,
Saidi Mohammad R.
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(200005)2000:9<1735::aid-ejoc1735>3.0.co;2-a
Subject(s) - chemistry , trimethylsilyl , lithium (medication) , organic chemistry , carbanion , trimethylsilyl chloride , medicinal chemistry , catalysis , medicine , endocrinology
The LiClO 4 ‐mediated one‐pot reaction of aldehydes with (trimethylsilyl)dialkyl amines and the lithium salt of sulfoxides or sulfones, affords the corresponding β‐(dialkylamino) sulfoxides and β‐(dialkylamino) sulfones in high yields. The aminosulfoxidation reaction of aliphatic or aromatic aldehydes lacks diastereoselectivity, but the diastereomeric sulfoxides can be separated by HPLC or column chromatography for further use.