New Stereoselective Synthesis
of Paeonilactone B

Francesco G. Gatti; Stefano Serra

doi:10.1055/s-0028-1088039

PAPER

New Stereoselective Synthesis of Paeonilactone B

Francesco G. Gatti*^a, Stefano Serra^b
^a Dipartimento di Chimica dei Materiali, Ingegneria Chimica ‘G. Natta’ del Politecnico, Via Mancinelli 7, 20131 Milan, Italy
Fax: +39(02)23993080; e-Mail: francesco.gatti@polimi.it;
^b CNR- Istituto di Chimica del Riconoscimento Molecolare, Via Mancinelli 7, 20131 Milan, Italy

Abstract

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Abstract

A new stereoselective synthesis of paeonilactone B has been achieved in ten steps and in 11.5% overall yield starting from the enantiomerically enriched terpenol 2. Key synthetic steps are based on a regioselective metalation and on a regio- and diastereoselective epoxidation.

Key words

natural product - terpene - metalation - homoallylic epoxidation - lactone

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References

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