Synthesis of cephalotaxine. I
LJ Dolby, SJ Nelson, D Senkovich
Index: Dolby,L.J. et al. Journal of Organic Chemistry, 1972 , vol. 37, p. 3691 - 3695
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Citation Number: 39
Abstract
An attempted synthesis of cephalotaxine is described. The key intermediate, 8, 9- methylenedioxy-l, 2, 3, 6-tetrahydro-SH-pyrrolo [2, 1-b][3] benzazepine (1) was obtained by a six-step sequence from iV, iV-dimethylpiperonylamide and pyrrole. Annelation of 1 with ethyl 7-bromoacetoacetate afforded a rearrangement product, 11, 12-methylenedioxy-2-oxo- 3-carboethoxy-2, 3, 3a, 4, 5, 6,~, 9-octahydro-lH-benzo [a] cyclopenta [2] quinolizine (lo), ...
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