Enantioselective formal synthesis of uleine alkaloids from phenylglycinol-derived bicyclic lactams

被引:26
作者
Amat, M [1 ]
Pérez, M
Llor, N
Martinelli, M
Molins, E
Bosch, J
机构
[1] Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain
[2] CSIC, Inst Ciencia Mat, Cerdanyola Del Valles 08193, Spain
关键词
D O I
10.1039/b400987h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A two-step route for the enantioselective construction of the tetracyclic ring system of uleine alkaloids, involving the stereoselective conjugate addition of an appropriate indole-containing nucleophile to a chiral bicyclic delta-lactam and the subsequent cyclization on the indole 3-position of the resulting 4,5-disubstituted 2-piperidone, has culminated in the formal total synthesis of several alkaloids of this group.
引用
收藏
页码:1602 / 1603
页数:2
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