## Abstract The absolute configuration of tartrolon B (1), a boron‐containing macrodiolide from __Sorangium cellulosum__, was established by X‐ray structure analysis as (2__R__,3__R__,4__R__,7__S__,8__S__,11__S__). Compared to the related boron‐containing macrodiolides boromycin (2), aplasmomycin (
✦ LIBER ✦
Total Synthesis of the Boron-Containing Ion Carrier Antibiotic Macrodiolide Tartrolon B (I).
✍ Scribed by Johann Mulzer; Markus Berger
- Publisher
- John Wiley and Sons
- Year
- 2004
- Weight
- 62 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0931-7597
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An efficient synthesis of the protected seco acid 2 of the antibiotic macrodiolide tartrolon 1 is described. Key steps are a substrate controlled aldol-reaction, a Johnson-Claisen rearrangement, and a Horner-Wadsworth-Emmons olefination with subsequent Corey-Bakshi-Shibata (CBS) reduction.
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