Chiral scandium-catalysed enantioselective ring-opening of meso-epoxides with N-heterocycle, alcohol and thiol derivatives in water

被引：78

作者：

Boudou, Marine

Ogawa, Chikako

Kobayashi, Shu ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

[2] ERATO, HFRE Div, Tokyo 1130033, Japan

[3] Sci Technol Agcy, JST, Bunkyo Ku, Tokyo 1130033, Japan

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2006年 / 348卷 / 18期

关键词：

epoxides; Lewis acids; scandium; surfactant; water chemistry;

D O I：

10.1002/adsc.200600290

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

In the presence of catalytic amounts of Sc(OSO3C12H25)(3) and a chiral bipyridine ligand, asymmetric ring-opening of meso-epoxides with aromatic N-heterocycles, an alcohol and thiols proceeded smoothly to afford the corresponding products in moderate to good yields (34-85%) with high to excellent enantioselectivities (74-96% ee). Water was used as the sole and essential solvent in these important enantioselective transformations.

引用

页码：2585 / 2589

页数：5

共 41 条

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[Anonymous], 2004, ANGEW CHEM INT

[2]

[Anonymous], 2002, HDB HETEROCYCLIC CHE

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