An enantioselective entry to cis-perhydroisoquinolines

被引:36
作者
Amat, M [1 ]
Pérez, M [1 ]
Minaglia, AT [1 ]
Casamitjana, N [1 ]
Bosch, J [1 ]
机构
[1] Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain
关键词
D O I
10.1021/ol051242c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] An enantioselective route to cis-perhydroisoquinolines, involving a cycloconclensation reaction of (R)-phenylglycinol with a racemic oxoester, a stereoselective conjugate addition to an unsaturated bicyclic lactam, and the closure of the carbocyclic ring by a ring-closing metathesis as the key steps is reported. This route allows the preparation of 3-cyano derivatives as well as cis-octahydroisoquinolines bearing a quaternary center at the N-position.
引用
收藏
页码:3653 / 3656
页数:4
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