Asymmetric allylic amination in water catalyzed by an amphiphilic resin-supported chiral palladium complex

被引：102

作者：

Uozumi, Y ^{[1
]}

Tanaka, H ^{[1
]}

Shibatomi, K ^{[1
]}

机构：

[1] Inst Mol Sci, Okazaki, Aichi 4448585, Japan

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 02期

关键词：

D O I：

10.1021/ol036264i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Catalytic asymmetric allylic amination of cycloalkenyl carbonates (methyl cyclohexen-2-yl carbonate, methyl cyclohepten-2-yl carbonate, methyl 5-methoxycarbonylcyclohexen-2-yl carbonate, methyl cyclohexenyl carbonate, tert-butyl 5-methoxycarbonyloxy-1,2,5,6-tetrahydropyridinedicarboxylate) with dibenzylamines ((C6H5CH2)(2)NH, (C6H5CH2)(4-CH3OC6H4CH2)NH, (4-CH3OC6H4CH2)(2)NH) was achieved in water under heterogeneous conditions by use of a palladium complex of (3R,9aS)-3-[2-(diphenylphosphino)phenyl]-2-phenyltetrahydro-1H-imidazo[1,5-a]indole-1-one anchored on polystyrene-poly(ethylene glycol) copolymer resin to give the corresponding cycloalkenylamines with high enantiomeric selectivity (90-98% ee).

引用

页码：281 / 283

页数：3

共 35 条

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