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Application of kinetic resolution using HCS as chiral auxiliary: Novel synthesis of β‐blockers ( S )‐betaxolol and ( S )‐metoprolol
Author(s) -
Zhang JingYu,
Liu HongMin,
Wang XiaoJun,
Wang Pei,
Zheng JiaXin
Publication year - 2009
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20674
Subject(s) - chemistry , betaxolol , kinetic resolution , metoprolol , enantiomer , chirality (physics) , chiral auxiliary , resolution (logic) , combinatorial chemistry , stereochemistry , organic chemistry , enantioselective synthesis , catalysis , timolol , intraocular pressure , medicine , nambu–jona lasinio model , chiral symmetry breaking , physics , quantum mechanics , artificial intelligence , quark , computer science , cardiology , ophthalmology
Optically pure ( S )‐betaxolol and ( S )‐metoprolol were prepared with an extremely facile and practical method using kinetic resolution of β‐amino alcohols employing HCS as chiral auxiliary. High enantiomeric purity (ee > 99%) was achieved and the synthetic strategy is amenable to industrial scale‐up. Chirality, 2009. © 2008 Wiley‐Liss, Inc.