ORGN 473 |
| Armando Córdova and Hans Adolfsson. Department of Organic Chemistry, Stockholm University, The Arrhenius Laboratory, Stockholm, 106 91, Sweden |
| The osmium-catalyzed dihydroxylation of olefins is a very efficient and selective process for the formation of vicinal syn-diols. In the Upjohn procedure, where N-methylmorpholine N-oxide (NMO) is used as reoxidant, the reaction is funnelled through two competing catalytic cycles; the primary cycle producing diols with high enantioselectivity, and the secondary cycle yielding diols with lower stereoselectivity. Herein, we present the synthesis and investigation of novel amino acid derived chiral ligands for the osmium-mediated asymmetric dihydroxylation of olefins in the second-cycle.
|
|
Total Synthesis, Asymmetric Reactions and Syntheses, Bioorganic
9:00 AM-11:00 AM, Wednesday, March 31, 2004 Anaheim Convention Center -- Hall C, Poster
Division of Organic Chemistry |