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  • Title: Total Synthesis of (-)-Exiguolide.
    Author: Zhang Z, Xie H, Li H, Gao L, Song Z.
    Journal: Org Lett; 2015 Oct 02; 17(19):4706-9. PubMed ID: 26371396.
    Abstract:
    A concise total synthesis of (-)-exiguolide has been completed in an overall 2.8% yield over 20 steps in the longest linear path. The key strategies involve (1) Prins cyclization/homobromination of dienyl alcohol with the B ring-substituted aldehyde, prepared by Prins cyclization/bromination, to construct the A ring with excellent cis-Z stereochemical control and (2) an unusual side chain installation/macrocyclization strategy featuring Sonogashira cross-coupling followed by a ring-closing metathesis reaction to deliver the target.
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