Enzyme- and Ruthenium-Catalyzed Dynamic Kinetic Resolution of Functionalized Cyclic Allylic Alcohols

被引:22
作者
Lihammar, Richard [1 ]
Millet, Renaud [1 ]
Backvall, Jan-E. [1 ]
机构
[1] Stockholm Univ, Dept Organ Chem, Arrhenius Lab, SE-10691 Stockholm, Sweden
基金
瑞典研究理事会;
关键词
ONE-POT SYNTHESIS; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; SECONDARY ALCOHOLS; LIPASE; RACEMIZATION; ISOMERIZATION; DYSIDIOLIDE; COMPLEXES; PALLADIUM;
D O I
10.1021/jo402086z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantioselective synthesis of functionalized cyclic allylic alcohols via dynamic kinetic resolution has been developed. Cyclopentadienylruthenium catalysts were used for the racemization, and lipase PS-IM or CALB was employed for the resolution. By optimization of the reaction conditions the formation of the enone byproduct was minimized, making it possible to prepare a range of optically active functionalized allylic alcohols in good yields and high ee's.
引用
收藏
页码:12114 / 12120
页数:7
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