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Synthesis of a highly functionalized core of verrillin.

ABSTRACT: An efficient stereoselective synthesis of furanoverrillin (5), a highly functionalized core of verrillin (1), is reported. The synthetic strategy is based on constructing bicyclic lactone 17 prior to the 10-membered ring macrocyclization. The effect of the C4 methyl group on the furan reactivity is also discussed.

SUBMITTER: Saitman A

PROVIDER: S-EPMC3766406 | biostudies-literature | 2013 May

REPOSITORIES: biostudies-literature

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Synthesis of a highly functionalized core of verrillin.

Saitman Alec A Theodorakis Emmanuel A EA

Organic letters 20130430 10

An efficient stereoselective synthesis of furanoverrillin (5), a highly functionalized core of verrillin (1), is reported. The synthetic strategy is based on constructing bicyclic lactone 17 prior to the 10-membered ring macrocyclization. The effect of the C4 methyl group on the furan reactivity is also discussed. ...[more]

PMID: 23627293

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