Reactions of dipivaloylketene and its dimer with C-nucleophiles

Kollenz, Gert, Dalvi, Turkaram S., Kappe, Oliver and Wentrup, Curt (2000) Reactions of dipivaloylketene and its dimer with C-nucleophiles. Arkivoc, 2000 i: 74-79. doi:10.3998/ark.5550190.0001.111

Author Kollenz, Gert
Dalvi, Turkaram S.
Kappe, Oliver
Wentrup, Curt
Title Reactions of dipivaloylketene and its dimer with C-nucleophiles
Journal name Arkivoc   Check publisher's open access policy
ISSN 1551-7004
Publication date 2000-02-21
Sub-type Article (original research)
DOI 10.3998/ark.5550190.0001.111
Open Access Status DOI
Volume 2000
Issue i
Start page 74
End page 79
Total pages 6
Place of publication Gainesville, FL, USA
Publisher Arkat USA
Language eng
Subject C3
250301 Organic Chemical Synthesis
780103 Chemical sciences
Formatted abstract
Dipivaloylketene 1 as well as its dimer 2 add 1,3-diketones as C-nucleophiles in strongly basic medium affording the open-chain tetracarbonyl compounds 3. The dibenzoylmethane adduct 3a undergoes acid induced cyclocondensation, and under concomitant loss of one pivaloyl group the 4-pyrone derivative 4 is formed. Employing diethyl malonate as C-nucleophile provides the 2-pyrone 5.
Keyword Dipivaloylketene
Tetracar bonyl compounds
Q-Index Code C3
Q-Index Status Provisional Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collection: School of Biological Sciences Publications
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Created: Tue, 10 Jun 2008, 22:08:49 EST