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First total synthesis of (+)-vedelianin, a potent antiproliferative agent
Journal article   Open access   Peer reviewed

First total synthesis of (+)-vedelianin, a potent antiproliferative agent

Joseph J Topczewski and David F Wiemer
Tetrahedron letters, Vol.52(14), pp.1628-1630
2011
DOI: 10.1016/j.tetlet.2011.01.137
PMCID: PMC3204860
PMID: 22053119

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Abstract

The total synthesis of (+)-vedelianin has been accomplished in 18 steps from vanillin. Preparation of a key intermediate in nonracemic form through a Shi epoxidation has allowed determination of the absolute stereochemistry of the natural product as the (2S, 3R, 4aR, 9aR)-isomer.

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