Enantioselective Total Synthesis of 1, 3??Disubstituted β??Carboline Alkaloids,(–)??Dichotomine A and (+)??Dichotomide II

…, A Okamoto, T Nishiyama, S Watanabe…

Index: Tagawa, Shinji; Choshi, Tominari; Okamoto, Asuka; Nishiyama, Takashi; Watanabe, Shiroh; Hatae, Noriyuki; Hibino, Satoshi Heterocycles, 2013 , vol. 87, # 2 p. 357 - 367

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Abstract

Abstract (S)-(–)-Dichotomine A and its enantiomer were synthesized from the key intermediate, methyl 1-(1-hydroxyethyl)-β-carboline-3-carboxylate, by enantioselective esterification with Lipase QLM. The first total synthesis of (+)-dichotomide II and its enantiomer were also achieved from (S)-(–)-dichotomine A methyl ester and its enantiomer. The absolute configuration of the stereogenic center of the reported (+)-dichotomide II was ...

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