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Synthetic studies on antibiotic macrodiolide: Synthesis of the a-segment of elaiophylin

โœ Scribed by Takeshi Wakamatsu; Hideo Nakamura; Eiichi Naka; Yoshio Ban

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
235 KB
Volume
27
Category
Article
ISSN
0040-4039

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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.