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

Joseph J Topczewski; David F Wiemer

doi:10.1016/j.tetlet.2011.01.137

Back

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

Journal article

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

Files and links (1)

url

https://www.ncbi.nlm.nih.gov/pmc/articles/3204860View

Open Access

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.

Details

Title: Subtitle: First total synthesis of (+)-vedelianin, a potent antiproliferative agent
Creators: Joseph J Topczewski
David F Wiemer
Resource Type: Journal article
Publication Details: Tetrahedron letters, Vol.52(14), pp.1628-1630
DOI: 10.1016/j.tetlet.2011.01.137
PMID: 22053119
PMCID: PMC3204860
NLM abbreviation: Tetrahedron Lett
ISSN: 0040-4039
eISSN: 1873-3581
Language: English
Date published: 2011
Academic Unit: Neuroscience and Pharmacology; Chemistry
Record Identifier: 9983985950302771

Metrics

19 Record Views

20 Times Cited - Web of Science