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Synthesis of the C10–C17 fragment of aurisides and callipeltosides

✍ Scribed by Moisés Romero-Ortega; David A. Colby; Horacio F. Olivo

Book ID
104251706
Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
129 KB
Volume
43
Category
Article
ISSN
0040-4039

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The Meinwald reaction of alkyl propionat
The Meinwald reaction of alkyl propionates. Synthesis of the C1–C9 fragment of aurisides
✍ Marı́a-Yolanda Rı́os; Francisco Velázquez; Horacio F Olivo 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 282 KB

The C1-C9 northern fragment of aurisides 12a was prepared in eight steps and 41% overall yield starting from Grieco's bicyclic lactone (þ)-4. The synthesis features a key stereoselective Meinwald reaction of the lithium enolate of alkyl propionate with the functionalized d-lactone 3.