Ruthenium-Catalyzed Tandem-Isomerization/Asymmetric Transfer Hydrogenation of Allylic Alcohols

被引:37
作者
Slagbrand, Tove [1 ]
Lundberg, Helena [1 ]
Adolfsson, Hans [1 ]
机构
[1] Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
基金
瑞典研究理事会;
关键词
allylic alcohols; asymmetric catalysis; isomerization; reduction; ruthenium; ASYMMETRIC TRANSFER HYDROGENATION; HIGHLY EFFICIENT CATALYSTS; ARYL ALKYL KETONES; REDOX ISOMERIZATION; CARBONYL-COMPOUNDS; SATURATED KETONES; AQUEOUS-MEDIA; COMPLEXES; REDUCTION; LIGANDS;
D O I
10.1002/chem.201405207
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A one-pot procedure for the direct conversion of racemic allylic alcohols to enantiomerically enriched saturated alcohols is presented. The tandem-isomerization/asymmetric transfer hydrogenation process is efficiently catalyzed by [{Ru(p-cymene)Cl-2}(2)] in combination with the -amino acid hydroxyamide ligand 1, and performed under mild conditions in a mixture of ethanol and THF. The saturated alcohol products are isolated in good to excellent chemical yields and in enantiomeric excess up to 93%.
引用
收藏
页码:16102 / 16106
页数:5
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