Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5281102 | Tetrahedron Letters | 2007 | 4 Pages |
Abstract
The NaIO4-mediated asymmetric bromohydroxylation of α,β-unsaturated carboxamides was achieved using lithium bromide as the bromine source under acidic conditions at rt to afford the corresponding chiral α-bromo-β-hydroxy carboxamides. Excellent yields (77-90%) and diastereoselectivities (up to 10:1) along with exclusive control over regio- as well as anti-selectivity are the main features with a good scope of substrates. The method has successfully been applied in the enantioselective syntheses of two biologically important molecules, viz (â)-cytoxazone and l-threo-DOPS (droxidopa).
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Shyla George, Srinivasarao V. Narina, Arumugam Sudalai,