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Synthesis of Two Bioactive Natural Products: FR252921 and Pseudotrienic Acid B

✍ Scribed by Dominique Amans; Véronique Bellosta; Janine Cossy

Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
490 KB
Volume
15
Category
Article
ISSN
0947-6539

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✦ Synopsis

Abstract

Jackpot: Two for one! Concise and highly convergent syntheses of the immunosuppressive agent FR252921 and the related antimicrobial natural product pseudotrienic acid B were achieved from one common intermediate by using optically active titanium complexes to control the configuration of the stereogenic centers, a highly stereo‐ and regioselective cross‐metathesis to generate the triene moieties, and a Stille cross‐coupling to install the dienic units.magnified image

Concise and highly convergent syntheses of the immunosuppressive agent FR252921 and the related antimicrobial natural product pseudotrienic acid B were achieved from a common intermediate by using optically active titanium complexes to control the configuration of the stereogenic centers, a highly stereo‐ and regioselective cross‐metathesis to generate the triene moieties, and a Stille cross‐coupling to install the dienic units.

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