Proline-catalyzed alpha-aminooxylation of beta-amino aldehydes: access to enantiomerically pure syn- and anti-3-amino-3-aryl-1,2-alkanediols

TitleProline-catalyzed alpha-aminooxylation of beta-amino aldehydes: access to enantiomerically pure syn- and anti-3-amino-3-aryl-1,2-alkanediols
Publication TypeJournal Article
Year of Publication2015
AuthorsVenkataramasubramanian, V, Kiran, INChaitha, Sudalai, A
JournalSynlett
Volume26
Issue3
Pagination355-358
Date PublishedFEB
ISSN0936-5214
Keywordsamino aldehydes, Asymmetric synthesis, catalysis, diastereoselectivity, Enantioselectivity, Natural product
Abstract

A new synthetic method for enantioselective synthesis of syn 3-amino-3-aryl-1,2-alkanediols via praline catalyzed alpha-aminaoxn y ylation of beta-amino aldehydes des are described. This methodology is successfully applied to a concise and protecting group-free asymmetric synthesis of (-)-cytoxazone (+)-epi-cytoxazone and formal synthesis of N-thiolated 2-oxazolidinone.

DOI10.1055/s-0034-1379735
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.323
Divison category: 
Chemical Engineering & Process Development