Synthesis 2012; 44(17): 2779-2785
DOI: 10.1055/s-0032-1316643
paper
© Georg Thieme Verlag Stuttgart · New York

A Synthesis of the Pseudopterosin A–F Aglycone

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Publikationsverlauf

Received: 24. April 2012

Accepted: 13. Juni 2012

Publikationsdatum:
08. August 2012 (online)


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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.

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