A facile three-step synthesis of (±)-crispine A via an acyliminium ion cyclisation

被引:44
作者
King, Frank D. [1 ]
机构
[1] GlaxoSmithKline, Neurol & GI CEDD, Harlow CM19 5AW, Essex, England
关键词
(+/-)-crispine A; acyliminium; cyclisation;
D O I
10.1016/j.tet.2006.12.041
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A high yielding cyclisation of the readily available N-(4,4-diethoxybutyl)-2-(3,4-dimethoxyphenyl)acetamide to 8,9-bis(methyloxy)-2,3,6, 10b-tetrahydropyrrolo[2, I-a]isoquinolin-5(1H)-one is described. The latter can be reduced with either AlH3 or BH3 to (+/-)-crispine A in an overall yield of 55%. (c) 2006 Elsevier Ltd. All fights reserved.
引用
收藏
页码:2053 / 2056
页数:4
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