Concise synthesis of anhydrovinblastine from leurosine.

Org Lett

CEA/Saclay, Service de Marquage Moléculaire et de Chimie Bioorganique, Bât. 547, Département de Biologie Joliot-Curie, 91191 Gif sur Yvette Cedex, France.

Published: April 2002

[reaction: see text] The Cp(2)TiCl-mediated deoxygenation of leurosine (1) afforded anhydrovinblastine (4) in good yield. Furthermore, as the reaction proceeded via a carbon-centered radical intermediate, this transient was also trapped by a hydrogen-atom donor to afford selectively reduced alkaloid 10.

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Source
http://dx.doi.org/10.1021/ol025560cDOI Listing

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