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Total Synthesis of Antimalarial Macrolide Strasseriolide A by Ni/Zr-Mediated Reductive Ketone Coupling

2026/03/26 by Atsushi Umehara, Ko-hei Kawakita, Makoto Sasaki · 1 voice
Chemistry · #Catalytic Cross-Coupling Reactions #Synthesis and pharmacology of benzodiazepine derivatives #Synthetic Organic Chemistry Methods

paper · pdf · doi:10.1021/acs.joc.6c00278

openalex publication_date 2026/03/26 · openalex created_date 2026/03/27 · openalex updated_date 2026/06/15

Abstract

High Resolution Image Download MS PowerPoint Slide The total synthesis of the antimalarial macrolide strasseriolide A is described. We established two different synthetic approaches. The first approach involves intermolecular esterification and a challenging Ni/Zr/Cr-mediated reductive ketone coupling macrocyclization for the formation of the 18-membered ring. The second approach involves intermolecular Ni/Zr-mediated reductive ketone coupling and macrolactonization. Ni-catalyzed C(sp 3 )-C(sp 2 ) cross-coupling of a vinyl halide with an alkyl halide was employed for fragment synthesis.

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