Asymmetric synthesis of (R)-(-)-baclofen via asymmetric dihydroxylation

TitleAsymmetric synthesis of (R)-(-)-baclofen via asymmetric dihydroxylation
Publication TypeJournal Article
Year of Publication2007
AuthorsThakur, VV, Paraskar, AS, Sudalai, A
JournalIndian Journal of Chemistry Section B-Organic Chemistry including Medicinal Chemistry
Volume46
Issue2
Pagination326-330
Date PublishedFEB
Type of ArticleArticle
ISSN0376-4699
Keywordsasymmetric dihydroxylation, baclofen, cyclic sulfate, gamma-aminobutyric acid, Parkinsons' disease
Abstract

A short and efficient asymmetric synthesis of (R)-(-)-baclofen, a selective GABA(B) agonist has been described with an overall yield of 14% and 85% ee. The Os-catalyzed Sharpless asymmetric dihydroxylation of alpha,beta-unsaturated olefin constitutes the key step in introducing stereogenic centers into the molecule.

Type of Journal (Indian or Foreign)

Indian

Impact Factor (IF)

0.471

Divison category: 
Chemical Engineering & Process Development