Organic letters

Enantioselective total synthesis of aspidophytine

S Sumi, K Matsumoto, H Tokuyama, T Fukuyama

Index: Sumi, Shinjiro; Matsumoto, Koji; Tokuyama, Hidetoshi; Fukuyama, Tohru Organic Letters, 2003 , vol. 5, # 11 p. 1891 - 1893

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Citation Number: 81

Abstract

An enantioselective total synthesis of aspidophytine is described. The indole fragment bearing a cis-alkene substituent was efficiently prepared through radical cyclization of a 2- alkenylphenylisocyanide followed by Sonogashira coupling of the generated 2-iodoindole derivative with a functionalized acetylene unit. After formation of the 11-membered cyclic amine, the aspidosperma skeleton and lactone ring were constructed to complete the total ...