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Communication | Regular issue | Vol 53, No. 4, 2000, pp.771-775
Published online, 1st January, 1970
DOI: 10.3987/COM-00-8853
Asymmetric Syntheses of (+)-Camptothecin and (+)-7-Ethyl-10-methoxycamptothecin

Keiko Tagami, Norio Nakazawa, Shigeki Sano, and Yoshimitsu Nagao*

*Faculty of Pharmaceutical Sciences, The University of Tokushima, Sho-machi, Tokushima 770-8505, Japan

Abstract

Total syntheses of (+)-camptothecin (1a) and (+)-7-ethyl-10-methoxycamptothecin (1b) from racemic ethyl 1-ethoxycarbonyl-3-oxopyrrolidin-2-ylacetate (7) were accomplished via asymmetric hydroxylation onto C20 of racemic 20-deoxycamptothecin derivatives (3a,b) employing a chiral Davis reagent, (2R, 8aS)-(+)-(camphorylsulfonyl)oxaziridine.