Lipase-Catalyzed Stereoselective Cross-Aldol Reaction Promoted by Water

被引:50
|
作者
Xie, Zong-Bo [1 ,2 ,3 ]
Wang, Na [1 ,2 ]
Zhou, Long-Hua [1 ,2 ]
Wan, Fang [1 ,2 ]
He, Ting [1 ,2 ]
Le, Zhang-Gao [3 ]
Yu, Xiao-Qi [1 ,2 ]
机构
[1] Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Chengdu 610064, Peoples R China
[2] Sichuan Univ, State Key Lab Oral Dis, Coll Chem, Chengdu 610064, Peoples R China
[3] E China Inst Technol, Sch Chem Biol & Mat Sci, Fuzhou 344000, Peoples R China
基金
中国国家自然科学基金;
关键词
aldol reaction; asymmetric catalysis; lipases; stereoselectivity; water chemistry; PORCINE PANCREATIC LIPASE; CARBON BOND FORMATION; ORGANIC MEDIA; BIOCATALYTIC PROMISCUITY; MARKOVNIKOV ADDITION; MICHAEL ADDITION; EPOXIDATION; ENZYMES;
D O I
10.1002/cctc.201200890
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
PPL, lipase from porcine pancreas, is first reported to catalyze direct asymmetric aldol reactions between aromatic aldehydes and cyclic ketones. More importantly, the catalytic activity of PPL was greatly promoted by a small quantity of water at 37 degrees C. A wide range of aromatic aldehydes reacted with cyclic ketones to provide the corresponding aldol products with high yields (up to 99%) and moderate to good stereoselectivity (up to 90%ee and 99:1 dr).
引用
收藏
页码:1935 / 1940
页数:6
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