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Diastereoselective Synthesis of the A-B-C Tricyclic Ring Structure of Stemocurtisine

Dau, Xuan Duc; Willis, Anthony; Pyne, Stephen G

Description

The diastereoselective synthesis of the A-B-C tricyclic ring structure of the Stemona alkaloid stemocurtisine is described. This tricyclic precursor to the natural product was obtained in 19 steps from a known vinyl iodide. Attempts to prepare the C-3a-C-11 ether moiety of this alkaloid through a photochemically induced oxidative cyclization method were unsuccessful because of the cleavage of the A-ring.

CollectionsANU Research Publications
Date published: 2015
Type: Journal article
URI: http://hdl.handle.net/1885/98711
Source: European Journal of Organic Chemistry
DOI: 10.1002/ejoc.201501080

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