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
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.