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Structural Study of the Anthelmintic Macrodiolide Pyrenophorol.

โœ Scribed by Emilio L. Ghisalberti; Jaih R. Hargreaves; Brian W. Skelton; Allan H. White

Publisher
John Wiley and Sons
Year
2010
Weight
24 KB
Volume
33
Category
Article
ISSN
0931-7597

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โœ Johann Mulzer; Markus Berger ๐Ÿ“‚ Article ๐Ÿ“… 1998 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 231 KB

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.