THE SYNTHESIS OF THE C-9 TO C-21 SECTOR OF DISCODERMOLIDE - AN EFFICIENT ROUTE TO THE C-13-14 Z-TRISUBSTITUTED ALKENE

Authors
YANG G MYLES DC
Citation
G. Yang et Dc. Myles, THE SYNTHESIS OF THE C-9 TO C-21 SECTOR OF DISCODERMOLIDE - AN EFFICIENT ROUTE TO THE C-13-14 Z-TRISUBSTITUTED ALKENE, Tetrahedron letters, 35(16), 1994, pp. 2503-2504
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
16
Year of publication
1994
Pages
2503 - 2504
Database
ISI
SICI code
0040-4039(1994)35:16<2503:TSOTCT>2.0.ZU;2-H
Abstract
The synthesis of the C-9 to C-21 sector of the immunosuppressive marin e natural product discodermolide is described. The C-9 to C-15 subunit is synthesized in five steps from aldehyde 5 using the diene aldehyde cyclocondensation reaction. Diastereoselective alkylation of the prev iously synthesized C-16 to C-21 subunit by a suitably functionalized C -9 to C-15 synthon (3) leads to the C-9 to C-21 sector of discodermoli de.