SYNTHETIC STUDIES ON INDOLE ALKALOIDS .2. APPLICATIONS OF PHENYLSULFONYLINDOLES ON INTRAMOLECULAR CYCLIZATIONS

被引：8
作者：
RUBIRALTA, M
DIEZ, A
VILA, C
机构：
[1] Laboratory of Organic Chemistry, Faculty of Pharmacy University of Barcelona
来源：
TETRAHEDRON LETTERS | 1990年 / 31卷 / 23期
关键词：
D O I：
10.1016/S0040-4039(00)89061-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of indolo[2,3-a]quinolizidin-2-one 15 is reported through the potassium tert-butoxide cyclization of N-hydroxyethyl-2-[1-(phenylsulfonyl)-3-indolyl]-4-piperidone ethylene acetal (5) into 3-spiroindolenine intermediate 6. Anhydrous acid treatment of 6 leads to the rearranged 2,3-indole substituted compound 14. The reactivity of intermediate 6 will be further applied to construct ring C of Strychnos and Aspidosperma framework. © 1990.
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页码：3347 / 3350
页数：4
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