Towards the total synthesis of phorboxazoles A and B: Stereocontrolled synthesis of a C20C32 subunit
✍ Scribed by Ian Paterson; Euan A. Arnott
- Book ID
- 108387017
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 260 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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📜 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
The tetrahydropyranone 3, representing a pentacyclic C 4 -C 32 segment of the phorboxazoles, was obtained by a complex hetero Diels-Alder (HDA) coupling performed between the 2-siloxydiene 23 and the oxazole aldehyde 4, mediated by the chiral tridentate Cr(III) catalyst 14. In preliminary studies, t