Asymmetric synthesis of (S)-norlaudanosine and (S)-tetrahydrohomopapaverine by catalytic asymmetric hydrogenation with chiral diphosphine-iridium(I)-phthalimide complex catalysts

被引:30
作者
Morimoto, T
Suzuki, N
Achiwa, K
机构
[1] School of Pharmaceutical Sciences, University of Shizuoka, Shizuoka-shi 422
关键词
D O I
10.3987/COM-96-7635
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Optically active 1,2,3,4-tetrahydroisoquinoline alkaloids, (S)-norlaudanosine and (S)-tetrahydrohomopapaverine, were prepared by catalytic asymmetric hydrogenation of 1-substituted 3,4-dihydro-6,7-dimethoxyisoquinolines with 1 mol % of an iridium(I) complex of (2S,4S)-BCPM or (S)-BINAP in the presence of a phthalimide. Enantioselectivities of up to 88% ee were attained.
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页码:2557 / 2560
页数:4
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