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Function-Oriented Synthesis toward Peloruside A Analogues

Abstract : A convergent and rapid synthesis of original C2,C3-unsaturated, C11,C13-keto-enol macrocycles with a peloruside A skeleton has been developed. These original unsaturated macrocycles constitute valuable platforms to access peloruside A analogues with high diversity. The four-fragment strategy implemented features two aldol-type couplings with the central C12-C14 building block TES-diazoacetone and a late-stage ring-closing metathesis. Enantiopure analogue 18ab showed antiproliferative activity in the low micromolar range on NCI and MCF7 tumor cell lines.
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Contributor : Laurent Jonchère <>
Submitted on : Tuesday, October 8, 2019 - 1:36:01 PM
Last modification on : Friday, April 30, 2021 - 3:26:50 AM



Anne-Caroline Chany, Frédéric Legros, Heloua Haroun, Uday Kumar Kundu, Bohdan Biletskyi, et al.. Function-Oriented Synthesis toward Peloruside A Analogues. Organic Letters, American Chemical Society, 2019, 21 (9), pp.2988-2992. ⟨10.1021/acs.orglett.9b00413⟩. ⟨hal-02087811⟩



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