Total syntheses of (+)-vigulariol and (-)-sclerophytin A.

Org Lett

Kenan Laboratory of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, USA.

Published: September 2011

The total syntheses of (+)-vigulariol and (-)-sclerophytin A are reported in 15 steps and 16 steps, respectively, from a known compound. The flexible, readily scalable synthetic strategy allows for rapid construction of a critical tricyclic intermediate and is demonstrated via the synthesis of these two marine natural products. A key reaction in this synthetic protocol is a combination Wittig/intramolecular Diels-Alder cycloaddition.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3170452PMC
http://dx.doi.org/10.1021/ol201981jDOI Listing

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