The macrocyclic domain of phorboxazole A. A stereoselective synthesis of the C1C32 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
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
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.
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