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Synthesis 2012; 44(17): 2779-2785
DOI: 10.1055/s-0032-1316643
DOI: 10.1055/s-0032-1316643
paper
A Synthesis of the Pseudopterosin A–F Aglycone
Weitere Informationen
Publikationsverlauf
Received: 24. April 2012
Accepted: 13. Juni 2012
Publikationsdatum:
08. August 2012 (online)


Abstract
The synthesis of the pseudopterosin A–F aglycone from 3-methylcatechol features (a) the use of asymmetric Ireland–Claisen and aryl Claisen rearrangements to install three of the four stereocentres present in the molecule and (b) an A→AB→ABC annulation strategy using ring-closing metathesis and cationic cyclisation reactions as the key steps.
Key words
total synthesis - terpenoids - ring closure - rearrangement - metathesis - pericyclic reactionSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
Primary Data
- for this article are available online at http://www.thieme-connect.com/ejournals/toc/synthesis and can be cited using the following DOI:
- Primary Data