ORGN 363 |
| The cis-dihydroxylation of alkenes by reaction with osmium tetroxide is the most efficient method for achieving this transformation. Recently, due to the expense and toxicity of the osmium tetroxide there have been a number of attempts to harness alternative osmium based reagents, including microencapsulation and solid support techniques. Work by Muņiz describing the asymmetric diamination of alkenes led to the observation that osmium(VI) species like 1 are comparable to the reactive osmium(VI) intermediates 2 observed with Sharpless' second cycle ligands and could therefore be potential reagents for dihydroxylation reactions. From this observation we have developed a new non-volatile, stable and recoverable osmium-based reagent derived for the stoichiometric dihydroxylation of alkenes and have attempted to make the reaction catalytic in osmium reagent.
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Bioorganic, Metal-Mediated Reactions, and Molecular Recognition
8:00 PM-10:00 PM, Tuesday, 30 August 2005 Washington DC Convention Center -- Hall A, Poster
Division of Organic Chemistry |
