Short syntheses of the indole alkaloids alocasin A, scalaridine A, and hyrtinadine A-B

被引:21
作者
Ansari, Nurul H. [1 ]
Soderberg, Bjorn C. G. [1 ]
机构
[1] W Virginia Univ, C Eugene Bennett Dept Chem, Morgantown, WV 26506 USA
基金
美国国家科学基金会;
关键词
N-heterocyclization; Palladium-catalyzed; Indole; Alkaloid synthesis; WATER MARINE SPONGE; PALLADIUM-CATALYZED SYNTHESIS; CROSS-COUPLING REACTIONS; FORMAL TOTAL-SYNTHESIS; BIS(INDOLE) ALKALOIDS; BISINDOLE ALKALOIDS; HAMACANTHIN CLASSES; TOPSENTIN; DRAGMACIDIN; INHIBITORS;
D O I
10.1016/j.tet.2016.05.057
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Expedient syntheses of the indole alkaloids alocasin A, scalaridine A, and hyrtinadine A-B are presented. All four natural products contain one or two 5-hydroxyindolyl units. Three palladium catalyzed reactions, an alkyne hydrostannylation, a Kosugi-Migita-Stille cross coupling and a reductive N-heterocyclization are the key steps in the syntheses. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4214 / 4221
页数:8
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