Staurosporine and ent-staurosporine: The first total syntheses, prospects for a regioselective approach, and activity profiles

被引:123
作者
Link, JT
Raghavan, S
Gallant, M
Danishefsky, SJ
Chou, TC
Ballas, LM
机构
[1] COLUMBIA UNIV,DEPT CHEM,NEW YORK,NY 10027
[2] MEM SLOAN KETTERING CANC CTR,BIOORGAN CHEM LAB,SLOAN KETTERING INST CANC RES,NEW YORK,NY 10021
[3] MEM SLOAN KETTERING CANC CTR,PROGRAM MOLEC PHARMACOL,SLOAN KETTERING INST CANC RES,NEW YORK,NY 10021
[4] YALE UNIV,DEPT CHEM,NEW HAVEN,CT 06511
[5] ELI LILLY & CO,SPHINX PHARMACEUT,DURHAM,NC 27707
关键词
D O I
10.1021/ja952907g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The total syntheses of staurosporine and ent-staurosporine have been achieved. Both glycosidic bonds were built from glycal precursors. The first was constructed by intermolecular coupling of an indole anion with a 1,2-anhydrosugar derived from an endo-glycal by direct epoxidation. The second bond was assembled from an exo-glycal by intramolecular iodoglycosylation.
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收藏
页码:2825 / 2842
页数:18
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