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Synthesis of Polyene Bioactive Natural Products: FR252921 and Vitamin A.

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A formal synthesis of FR252921, a potent macrocyclic immunosuppressive agent, and a six-step synthesis of vitamin A have been demonstrated. The application of a ruthenium-catalyzed step-economic and environmentally benign strategy… Click to show full abstract

A formal synthesis of FR252921, a potent macrocyclic immunosuppressive agent, and a six-step synthesis of vitamin A have been demonstrated. The application of a ruthenium-catalyzed step-economic and environmentally benign strategy for the highly stereo- and chemoselective construction of valuable polyene motifs of FR252921 and vitamin A highlights the syntheses. The key features for the synthesis FR252921 include preparation of the triene moiety followed by two consecutive peptide couplings of the three fragments.

Keywords: natural products; synthesis polyene; synthesis; fr252921 vitamin; polyene bioactive; bioactive natural

Journal Title: Organic letters
Year Published: 2022

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