
Journal of Organic Chemistry p. 2412 - 2418 (1984)
Update date:2022-08-05
Topics:
Iida, Hideo
Watanabe, Yohya
Tanaka, Masao
Kibayashi, Chihiro
A general synthetic route to the pentacyclic phenanthro class and related indolizidine and quinolizidine alkaloids via β-amino ketone intermediates is reported.The synthesis of tylophorine, cryptopleurine, septicine, and julandine, in racemic forms, has been described.Synthetic steps in the preparation of these alkaloids involve 1,3-dipolar cycloadditions of the cyclic nitrones as a common feature followed by crucial ring closure by aldol reactions and photolyses.
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(1984)