848566-33-6Relevant articles and documents
De novo enantioselective syntheses of galacto-sugars and deoxy sugars via the iterative dihydroxylation of dienoate
Ahmed, Moinuddin Md.,Berry, Bryan P.,Hunter, Thomas J.,Tomcik, Dennis J.,O'Doherty, George A.
, p. 745 - 748 (2005)
(Chemical Equation Presented) An efficient route to various sugar lactones has been developed. Key to the overall transformation is the sequential osmium-catalyzed dihydroxylation of 2,4-dienoates. The simplest (one-step/racemic) example of this reaction occurs when the dihydroxylation is performed with aqueous NMO in MeOH. When the first dihydroxylation is performed using the AD-mix procedure, an enantioselective variant results. When a matched AD-mix procedure is used for the second dihydroxylation, an exceedingly diastereo- and enantioselective synthesis of galacto-1,4-lactone results.