SYNTHESIS OF VINCA ALKALOIDS AND RELATED-COMPOUNDS .79. AN INTRIGUINGRETRO-DIELS-ALDER REACTION

Citation
C. Szantay et al., SYNTHESIS OF VINCA ALKALOIDS AND RELATED-COMPOUNDS .79. AN INTRIGUINGRETRO-DIELS-ALDER REACTION, Journal of organic chemistry, 61(9), 1996, pp. 2946-2950
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
61
Issue
9
Year of publication
1996
Pages
2946 - 2950
Database
ISI
SICI code
0022-3263(1996)61:9<2946:SOVAAR>2.0.ZU;2-Z
Abstract
The dimerization production of criocerine (1) are different (2 or 3) d epending on whether the reaction is carried out in acetic acid or trif luoroacetic acid. The highly strained product 3 rearranges spontaneous ly through a retro Diels-Alder reaction. All structures involved were thoroughly investigated by NMR spectroscopic methods.