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CAPLUS COPYRIGHT 2002 ACS
| TITLE:
| A new approach to osmium-catalyzed asymmetric dihydroxylation and aminohydroxylation of olefins |
| AUTHOR(S):
| Andersson, Malin A.; Epple, Robert; Fokin, Valery V.; Sharpless, K. Barry |
| CORPORATE SOURCE:
| Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, CA, 92037, USA |
| SOURCE:
| Angewandte Chemie, International Edition (2002), 41(3), 472-475 CODEN: ACIEF5; ISSN: 1433-7851 |
| PUBLISHER:
| Wiley-VCH Verlag GmbH |
| LANGUAGE:
| English |
ABSTRACT:
The title reactions were carried out with ligands contg. vicinal hydroxy and tosylamino groups, e.g., (2S,3R)-MeCH(OH)CH(NHTs)CO2H (I). Styrene and alkyl cinnamates were used as starting olefins. In the case of Me p-nitrocinnamate dihydroxylation using OsO4 with 4-methylmorpholine N-oxide as reoxidant and ligand I, the dihydroxy product was obtained in 70% ee.
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Updated 5/7/2007 10:53:52 AM
