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ID 34210
FullText URL
Author
Kawafuchi, Hiroyuki
Abstract

Sodium 2,2,6,6-tetramethylpiperidine-N-oxide (TEMPO−Na+), generated by reduction of TEMPO· with sodium naphthalenide in THF, reacted with alkyl halides or acyl halides to produce O-alkylated or acylated TEMPOs, which were in turn oxidized with mCPBA or reduced with DIBAL-H to afford the corresponding aldehydes, thus accomplishing a new protocol for the halides-carbonyls conversion.

Keywords
TEMPO and compounds
Oxidation
Reduction
mCPBA
DIBAL-H
Aldehyde
Note
Digital Object Identifer: 10.1016/j.tet.2004.09.067
Published with permission from the copyright holder. This is the author's copy, as published in Tetrahedron, 13 December 2004, Volume 60, Issue 51, Pages 11969-11975.
Publisher URL: http://dx.doi.org/10.1016/j.tet.2004.09.067
Direct access to Thomson Web of Science record
Copyright © 2004 Elsevier. Ltd. All rights reserved.
Published Date
2004-12
Publication Title
Tetrahedron
Volume
volume60
Issue
issue51
Start Page
11969
End Page
11975
Content Type
Journal Article
language
English
Refereed
True
DOI
Web of Science KeyUT
Submission Path
organic_chemistry/3