STAUROSPORINE AND ENT-STAUROSPORINE - THE FIRST TOTAL SYNTHESES, PROSPECTS FOR A REGIOSELECTIVE APPROACH, AND ACTIVITY PROFILES

Authors
LINK JT RAGHAVAN S GALLANT M DANISHEFSKY SJ CHOU TC BALLAS LM
Citation
Jt. Link et al., STAUROSPORINE AND ENT-STAUROSPORINE - THE FIRST TOTAL SYNTHESES, PROSPECTS FOR A REGIOSELECTIVE APPROACH, AND ACTIVITY PROFILES, Journal of the American Chemical Society, 118(12), 1996, pp. 2825-2842
Citations number
73
Categorie Soggetti
Chemistry
Journal title
Journal of the American Chemical Society → ACNP
ISSN journal
00027863
Volume
118
Issue
12
Year of publication
1996
Pages
2825 - 2842
Database
ISI
SICI code
0002-7863(1996)118:12<2825:SAE-TF>2.0.ZU;2-7
Abstract
The total syntheses of staurosporine and ent-staurosporine have been a chieved. Both glycosidic bonds were built from glycal precursors. The first was constructed by intermolecular coupling of an indole anion wi th a 1,2-anhydrosugar derived from an endo-glycal by direct epoxidatio n. The second bond was assembled from an exo-glycal by intramolecular iodoglycosylation.