Asymmetric synthesis of aryloxypropanolamines via OsO4-catalyzed asymmetric dihydroxylation

TitleAsymmetric synthesis of aryloxypropanolamines via OsO4-catalyzed asymmetric dihydroxylation
Publication TypeJournal Article
Year of Publication2005
AuthorsSayyed, IA, Thakur, VV, Nikalje, MD, Dewkar, G, Kotkar, SP, Sudalai, A
JournalTetrahedron
Volume61
Issue11
Pagination2831-2838
Date PublishedMAR
ISSN0040-4020
Keywordsantihypertensive, asymmetric dihydroxylation, cyclic sulfates, epoxides
Abstract

A simple and effective procedure for the enantioselective synthesis of several beta-adrenergic blocking agents incorporating the first asymmetric synthesis of celiprolol, is described. The key steps are (i) sharpless asymmetric dihydroxylation of aryl allyl ethers to introduce chirality into the molecules and (ii) conversion of cyclic sulfates into the corresponding epoxides using a three-step procedure. (c) 2005 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tet.2005.01.074
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.645

Divison category: 
Chemical Engineering & Process Development