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Enantioselective total synthesis of aspidophytine. | LitMetric

Enantioselective total synthesis of aspidophytine.

Org Lett

Graduate School of Pharmaceutical Sciences, The University of Tokyo, and PRESTO, JST, 7-3-1 Hongo, Bunkyo-ku, Tokyo113-0033, Japan.

Published: May 2003

[structure: see text] 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 synthesis.

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Source
http://dx.doi.org/10.1021/ol034445eDOI Listing

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