Abstract
Both enantiomers of chelidonine, a B/C- cis-11-hydroxyhexahydrobenzo[ c]phenanthridine alkaloid, were synthesized by manipulation of the B/C-dehydro ring juncture of benzo[ c]phenanthridine skeleton using Sharpless asymmetric dihydroxylation and stereospecific catalytic hydrogenation after introduction of oxygen functions on the C ring as key reaction steps for the construction of stereogenic centers.
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