Co(III)(salen)-catalyzed phenolic kinetic resolution of two stereocentered benzyloxy and azido epoxides: its application in the synthesis of ICI-118,551, an anti-hypertensive agent

TitleCo(III)(salen)-catalyzed phenolic kinetic resolution of two stereocentered benzyloxy and azido epoxides: its application in the synthesis of ICI-118,551, an anti-hypertensive agent
Publication TypeJournal Article
Year of Publication2014
AuthorsKarabal, PU, Kamble, DA, Sudalai, A
JournalOrganic & Biomolecular Chemistry
Volume12
Issue15
Pagination2349-2355
Date PublishedFEB
Type of ArticleArticle
ISSN1477-0520
Abstract

The salen Co(III)-catalyzed phenolic kinetic resolution of racemic anti- or syn-azido and benzyloxy epoxides provides a practical route to a range of enantioenriched anti-or syn-1-aryloxy-3-azido or benzyloxy-2-alcohols in excellent yields and ees. The synthetic potential of this protocol is illustrated with an enantioselective synthesis of ICI-118,551, a beta-blocker, in a highly optically pure form (99% ee).

DOI10.1039/c3ob42501k
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)3.559
Divison category: 
Chemical Engineering & Process Development