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7729696 
Journal Article 
Enantioselective alpha-hydroxylation of beta-keto esters catalyzed by chiral S-timolol derivatives 
Cai, Y; Lian, M; Li, Zhi; Meng, Q 
2012 
1 
Tetrahedron
ISSN: 0040-4020 
68 
38 
7973-7977 
English 
WOS:000308051600033 
A screen of aryloxy aminopropanol organocatalysts derived from the β-blocker inhibitor S-timolol determined the most active catalyst of asymmetric α-hydroxylation of β-keto esters. (R)-1-(tert-butylamino)- 3-(3,4,5-trimethoxyphenoxy) propan-2-ol (3k) was the most effective derivative, enantioselectively catalyzing α-hydroxylation of β-keto esters using tert-butyl hydroperoxide as the oxidant in hexane to afford the corresponding products in excellent yield and with good enantioselectivity (up to 96% yield, 88% ee). © 2012 Elsevier Ltd. All rights reserved. 
Chiral drug; Aryloxy aminopropanol organocatalyst; beta-Keto ester; Asymmetric alpha-hydroxylation