4.8 Article

Synthesis of Plakortolides E and I Enabled by Base Metal Catalysis

Journal

ORGANIC LETTERS
Volume 23, Issue 12, Pages 4731-4735

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c01457

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A protecting-group-free synthesis of two endoperoxide natural products, plakortolide E and plakortolide I, was achieved by combining chemoselective bond-forming reactions and one-pot operations. Key steps included vanadium-mediated epoxidation, iron-catalyzed allylic substitution, and cobalt-induced endoperoxide formation, resulting in an overall efficient synthesis.
A protecting-group-free synthesis of two endoperoxide natural products, plakortolide E and plakortolide I, is reported. Key steps are a vanadium-mediated epoxidation, an iron-catalyzed allylic substitution, and a cobalt-induced endoperoxide formation. Our approach combines chemoselective bond-forming reactions and one-pot operations to forge an overall efficient synthesis.

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