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Synthesis 2009(22): 3833-3837
DOI: 10.1055/s-0029-1218150
DOI: 10.1055/s-0029-1218150
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkTotal Synthesis of (±)-Petasitolone and (±)-Fukinone
Further Information
Received
26 June 2009
Publication Date:
07 October 2009 (online)
Publication History
Publication Date:
07 October 2009 (online)
Abstract
An efficient, general, and fully stereocontrolled synthesis of eremophilane-type compounds is disclosed. The approach features a highly diastereoselective Diels-Alder/aldol sequence to give a common intermediate, which is subsequently exploited to produce (±)-petasitolone and (±)-fukinone in a short sequence.
Key words
eremophilane - Diels-Alder reactions - aldol reactions - condensation
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