Apr, 2009
THE DAKIN-WEST REACTION OF N-ACYLPROLINES IN THE PRESENCE OF INORGANIC BASES: UNEXPECTED FORMATION OF ENOL ESTERS
HETEROCYCLES
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- Volume
- 79
- Number
- First page
- 821
- Last page
- 830
- Language
- English
- Publishing type
- Research paper (scientific journal)
- DOI
- 10.3987/COM-08-S(D)50
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
A novel transformation of N-acylprolines (1) to enol esters (2) was realized by utilizing chlorodifluoroacetic or trifluoroacetic anhydrides in the presence of inorganic bases, in which probable intermediates were mesoionic 1,3-oxazolium-5-olates. The structure of the enol ester (2a) was determined by single crystal X-ray analysis.
- Link information
-
- DOI
- https://doi.org/10.3987/COM-08-S(D)50
- Web of Science
- https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000266564200068&DestApp=WOS_CPL
- URL
- http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=67651115844&origin=inward
- ID information
-
- DOI : 10.3987/COM-08-S(D)50
- ISSN : 0385-5414
- SCOPUS ID : 67651115844
- Web of Science ID : WOS:000266564200068