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Synthesis of the C1−C13 Fragment of Leucascandrolide A

✍ Scribed by Crimmins, Michael T.; Carroll, Charlotte A.; King, Bryan W.


Book ID
127217480
Publisher
American Chemical Society
Year
2000
Tongue
English
Weight
49 KB
Volume
2
Category
Article
ISSN
1523-7060

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Stereoselective synthesis of the C1–C13
✍ Marie-Aude Hiebel; Béatrice Pelotier; Olivier Piva 📂 Article 📅 2010 🏛 Elsevier Science 🌐 French ⚖ 486 KB

The C1-C13 fragment of bistramide A was prepared from 5-hexenoic acid in 15 linear steps and in 16% overall yield. The core 2,6-trans-tetrahydropyran ring was obtained via a kinetically controlled oxa-Michael cyclization from the corresponding chiral a,b-unsaturated hydroxyester. This precursor was