Lewis acid-mediated nucleophilic alkylations on chiral [6,3a,4]oxadiazaindano[5,4-a]isoquinolines. Asymmetric synthesis of 1-alkyl substituted tetrahydroisoquinolines

被引:36
作者
Yamazaki, N [1 ]
Suzuki, H [1 ]
Aoyagi, S [1 ]
Kibayashi, C [1 ]
机构
[1] TOKYO UNIV PHARM & LIFE SCI,SCH PHARM,HACHIOJI,TOKYO 19203,JAPAN
关键词
D O I
10.1016/0040-4039(96)01337-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lewis acid-mediated nucleophilic alkylation of the chiral [6,3a,4]oxadiaza-indano[5,4-a]isoquinoline derivatives with various organometallic reagents leads to highly enantioselective synthesis of 1-alkyl substituted tetrahydroisoquinolines. This methodology was applied to the asymmetric synthesis of (-)-salsolidine and (+)-O-methylarmepavine. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:6161 / 6164
页数:4
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