Total Syntheses of (−)-Spirooliganones A and B
Organic Letters2014Vol. 16(10), pp. 2784–2786
Citations Over TimeTop 12% of 2014 papers
Abstract
The enantioselective syntheses of (-)-spirooliganones A and B have been accomplished in eight steps from commercially available starting materials. Noteworthy transformations include a three-component hetero-Diels-Alder cycloaddition to construct the tetracyclic core of spirooliganones, a Sharpless asymmetric dihydroxylation, and a tandem oxidative dearomatization/cyclization to build the oxa-spiro cyclohexadienone skeleton. The straightforward syntheses were performed without protecting groups.
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