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The macrocyclic domain of phorboxazole A. A stereoselective synthesis of the C1C32 macrolactone

✍ Scribed by David R Williams; Michael P Clark


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
192 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


A stereoselective synthesis of the C1~232 macrocyclic domain of phorboxazole A is described. Key steps have examined the convergent linkage of two major components for the formation of the CI9--C20 (E)-alkene, and the subsequent intramolecular (Z)olefination at C2-C 3 for ring closure of the macrocycle.


📜 SIMILAR VOLUMES


Synthetic studies toward phorboxazole A.
✍ David R Williams; Michael P Clark; Martin A Berliner 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 250 KB

A stereocontrolled synthesis of two fragments comprising the macrocyclic core of Phorboxazole A is described. The C3-C19 bis-pyran segment is prepared utilizing reiterative enantioselective allylations from homochiral aUylstannanes followed by stereoselective cyclizations. The pentasubstituted tetra

Stereoselective synthesis of the C21C27
✍ Bo Liu; Wei-Shan Zhou 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 120 KB

A stereoselective synthesis of the C21 C27 fragment of phorboxazoles A and B was achieved in 12 linear steps via an intramolecular cyclization induced by mercury acetate, to afford a functionalized tetrahydropyran.

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✍ Feryan Ahmed; Craig J Forsyth 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 194 KB

A convergent synthesis of the C31-C46 domain of the phorboxazole natural products has been developed. This involved the preparation of a C39-C46 dienyl iodide and a C31-C37 aldehyde, followed by their Cl('12-mediatcd coupling and final installation of the C46 (E)-vinyl bromide via an alkyne hydrosta