An efficient synthesis of optically active physostigmine from tryptophan via alkylative cyclization |
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Authors: | Kawahara M Nishida A Nakagawa M |
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Affiliation: | Faculty of Pharmaceutical Sciences, Chiba University, Japan. |
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Abstract: | [reaction: see text] A new and efficient synthetic route to physostigmine is described. Corey-Kim reagent reacted with tryptamine or tryptophan carbamates to give 3a-(methylthiomethyl)hexahydropyrrolo[2,3-b]indole skeletons. Formal total synthesis of racemic and chiral physostigmine was accomplished in excellent overall yields, in short steps. |
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