Abstract
Chiral benzo [c] phenanthridines have been synthesized. Aminolysis of the (-)-epoxyhydroxy lactone (3) with methylamine stereospecifically gives the (+)-trihydroxy lactam (5), from which the (+)-10b-hydroxychelidonine (7) and (+)-11-epichelidonine analogs (10) are derived. The absolute configurations of the compounds obtained are assigned on the basis of that of (-)-3 and the results obtained from the subsequent stereocontrolled reactions. The absolute configurations of (+)-7 and (+)-10 are confirmed by Horeau's method.
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