- Preparation and chemistry of an unexpectedly stable α-oxoketene-pyridine zwitterion, 2,2-bis(tert-butylcarbonyl)-1-[4-(dimethylamino)pyridinio]ethen-1-olate
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Treatment of dipivaloylketene 1 and its dimers 2 and 3 with 4-(dimethylamino)pyridine (DMAP) in acetonitrile affords the α-oxoketene-pyridine zwitterion 4 as a pale yellow solid. This is the first example of a stable zwitterion obtained from a true α-oxok
- Kollenz, Gert,Holzer, Susanne,Kappe, C. Oliver,Dalvi, Turkaram S.,Fabian, Walter M. F.,Sterk, Heinz,Wong, Ming Wah,Wentrup, Curt
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- Reactions of Dipivaloylketene Dimer with Nucleophiles: New Access to the 2,6,9-Trioxabicyclonona-3,7-diene Ring System (Bridged Bis-Dioxines)
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Novel and convenient methods to prepare several functionalized 2,6,9-trioxabicyclononadienes ("bridged bis-dioxines") 6, 10, 11, and 12 are described.In general, these are obtained by addition of nucleophiles to α-oxoketene 5 in a multistep reactio
- Kappe, C. Oliver,Kollenz, Gert,Fabian, Walter M. F.,Wentrup, Curt,Faerber, Gerald
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p. 3361 - 3367
(2007/10/02)
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- A novel and convenient approach to functionalized 2,6,9-trioxabicyclo[3.3.1]nona-3,7-dienes (bridged bis-dioxines)
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The synthesis of N-aryl-2,6,9-trioxabicyclo[3.3.1]nona-3,7-diene-4-carboxamides 2 by reaction of dipivaloylketene-dimer 1 with aromatic amines is described. Bis-derivatives 5, 6 resp. are formed from 1 and aromatic diamines. The structure of N-phenylcarbo
- Oliver Kappe,Faerber, Gereld,Wentrup, Curt,Kollenz, Gert
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p. 4553 - 4556
(2007/10/02)
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