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1-(N,N-Diisopropylcarbamoyloxy)-1-tosyl-1-alkenes—a²d¹ Synthons via Tandem Umpolung.

Authors :
Yue-Lei Chen
Hoppe, Dieter
Source :
Journal of Organic Chemistry. 6/5/2009, Vol. 74 Issue 11, p4188-4194. 7p. 2 Charts.
Publication Year :
2009

Abstract

1-(N,N-Diisopropylcarbamoyloxy)-1-tosyl-alkenes have been developed as an a²d¹ synthon via tandem umpolung. Upon addition of Grignard reagents and further quench by carbonyl compounds, this synthon produces α,α'-branched-α'-oxygenated ketones. Strategically, this widely applicable method installs respectively a carbanion unit and a carbonyl unit formally onto the α-carbon and the carbonyl center of an aldehyde in one-pot. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00223263
Volume :
74
Issue :
11
Database :
Academic Search Index
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
41685600
Full Text :
https://doi.org/10.1021/jo900347s