Tetrahedron

Enantioselective synthesis of chelidonine, a B/C-cis-11-hydroxyhexahydrobenzo [c] phenanthridine alkaloid

…, T Kumamoto, N Suzuki, M Kawahata, K Yamaguchi…

Index: Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049

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Citation Number: 3

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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