Issue 2, 2004
From the journal:

Chemical Communications

A concise stereocontrolled formal total synthesis of (±)-podophyllotoxin using sulfoxide chemistry†

Mike Casey*a  and  Claire M. Keaveneya  

* Corresponding authors

a Chemistry Department, the Centre for Synthesis and Chemical Biology, and the Conway Institute of Biomolecular and Biomedical Research, University College Dublin, Dublin 4, Ireland
E-mail: mike.casey@ucd.ie
Fax: +353 1 716 2127
Tel: +353 1 716 2420

Abstract

A short stereoselective formal total synthesis of (±)-podophyllotoxin has been carried out from a sulfoxide, using a one-pot tandem conjugate addition/aldol/electrophilic aromatic substitution reaction to form a tetralin, which was converted into picropodophyllin in two steps.

Graphical abstract: A concise stereocontrolled formal total synthesis of (±)-podophyllotoxin using sulfoxide chemistry

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Article information

DOI
https://doi.org/10.1039/B312245J
Article type
Communication
Submitted
02 Oct 2003
Accepted
17 Nov 2003
First published
05 Dec 2003

Chem. Commun., 2004, 184-185

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A concise stereocontrolled formal total synthesis of (±)-podophyllotoxin using sulfoxide chemistry

M. Casey and C. M. Keaveney, Chem. Commun., 2004, 184 DOI: 10.1039/B312245J

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