Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 65, Issue 10, Pages 3154-3159Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0000574
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A concise seven-step synthesis of atropisomeric S-aryl analogues of DMAP from 4-pyridone 8 has been developed. A representative compound of this class, biaryl (+/-)-15, has been resolved using CSP HPLC and shown to be an efficient nucleophilic catalyst for kinetic resolution of a series of secondary alcohols on both an analytical and preparative scale (stereoselectivity factors, s = 8.9-29).
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