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Synthesis of the macrocyclic core of laulimalide
I Paterson1, C De Savi, M Tudge
1University Chemical Laboratory, Lensfield Road, Cambridge CB2 1EW, U.K. ip100@cus.cam.ac.uk
Organic Letters
|June 30, 2001
Abstract:
[figure: see text] A stereoselective synthesis of 3, corresponding to the fully functionalized macrocyclic core of the novel microtubule-stabilizing agent, laulimalide, has been completed. Efficient macrolactonization was achieved by a Mitsunobu reaction, installing the sensitive (Z)-enoate, and macrocyclic stereocontrol was then exploited to introduce the methyl group and trans-epoxide.