PREPARATION OF TETRAHYDROISOQUINOLINES FROM N-(TERT-BUTOXYCARBONYL)-2-METHYLBENZYLAMINES

被引：0
|
作者：
CLARK, RD
JAHANGIR
机构：
来源：
HETEROCYCLES | 1991年 / 32卷 / 09期
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D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Dilithiation of N-(tert-butoxycarbonyl)-2-methylbenzylamine (1a) followed by treatment with N,N-dimethylformamide affords 2-(tert-butoxycarbonyl)-3-hydroxy-tetrahydroisoquinoline (3a). Dehydration and reduction of 3a afford BOC-tetrahydroisoquinoline (5a). The methodology is also applicable to synthesis of chloro and fluoro substituted tetrahydroisoquinolines (5b,c), 3 and 4 substituted derivatives (8,10), and the hexahydro-2H-benzoquinolizine ring system (13).
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页码：1699 / 1703
页数：5
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