Synthesis of Vinca Alkaloids and Related Compounds. 79. An Intriguing Retro Diels-Alder Reaction(1).
The dimerization products of criocerine (1) are different (2 or 3) depending on whether the reaction is carried out in acetic acid or trifluoroacetic acid. The highly strained product 3 rearranges spontaneously through a retro Diels-Alder reaction. All structures involved were thoroughly investigated by NMR spectroscopic methods.
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Chemical Works of Gedeon Richter Ltd., Spectroscopic Research Division, H-1475 Budapest, POB. 27, Hungary, and Central Research Institute for Chemistry of the Hungarian Academy of Sciences, H-1525 Budapest, POB. 17, Hungary.
Moldvai
István
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Tárkányi
Gábor
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