Catalytic Asymmetric Carbohydroxylation of Alkenes by a Tandem Diboration/Suzuki Cross-Coupling/Oxidation Reaction
| Autor: | and Felix J. Nepveux V, Steven P. Miller, Jeremy B. Morgan, James P. Morken |
|---|---|
| Rok vydání: | 2004 |
| Předmět: |
Boron Compounds
Molecular Structure Tandem Chemistry Aryl Organic Chemistry Enantioselective synthesis General Medicine Alkenes Photochemistry Biochemistry Redox Catalysis Adduct Coupling (electronics) chemistry.chemical_compound Suzuki reaction Models Chemical Yield (chemistry) Polymer chemistry Molecule Physical and Theoretical Chemistry Oxidation-Reduction |
| Zdroj: | ChemInform. 35 |
| ISSN: | 1522-2667 0931-7597 |
| DOI: | 10.1002/chin.200423034 |
| Popis: | [reaction: see text] Chiral nonsymmetric 1,2-diboron adducts are generated by catalytic enantioselective diboration. Oxidation of these adducts provides 1,2-diols in good yield. Alternatively, 1,2-diboron compounds may be reacted, in situ, with aryl halides wherein the less hindered C-B bond participates in cross-coupling. The remaining C-B bond is then oxidized in the reaction workup thereby allowing for net asymmetric carbohydroxylation of alkenes in a tandem one-pot diboration/Suzuki coupling/oxidation sequence. |
| Databáze: | OpenAIRE |
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