Enantioselective Total Synthesis of 1,3‐Disubstituted β‐Carboline Alkaloids, (–)‐Dichotomine A and (+)‐Dichotomide II
European Journal of Organic Chemistry2013Vol. 2013(9), pp. 1805–1810
Citations Over TimeTop 23% of 2013 papers
Shinji Tagawa, Tominari Choshi, Asuka Okamoto, Takashi Nishiyama, Shiroh Watanabe, Noriyuki Hatae, Minoru Ishikura, Satoshi Hibino
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 determined to be R .
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