ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
In the electron impact induced fragmentation of 2,3-disubstituted 5,6-dihydro-1,4-oxathiines, the cleavage of the heterocyclic ring proceeds through the retro Diels-Alder type of reaction. The further fragmentation of the resulting radical cation gives rise to substituted carbonyl or thiocarbonyl cations. This fragmentation favours the formation of an ion which, in the electron-deficient carbon-oxygen or carbon-sulphur triple bond, is stabilized by an electron-releasing group. The ring fragmentation was observed to be dependent on the nature of the 3-substituent of the ring when a series of 3-substituted 5,6-dihydro-2-methyl-1,4-oxathiines was investigated.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210210904
