Transition-Metal-Catalyzed Carbenoid Reactions of Sulfonium Ylides
| Autor: | Jean-Claude Rossier, Daniel Fernandez, Patrice Nury, Paul Müller |
|---|---|
| Rok vydání: | 1999 |
| Předmět: |
chemistry.chemical_classification
Sulfonium Cyclopropanation Organic Chemistry Biochemistry Medicinal chemistry Catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Ethyl diazoacetate Transition metal Ylide ddc:540 Drug Discovery Organic chemistry Physical and Theoretical Chemistry Carbenoid |
| Zdroj: | Helvetica Chimica Acta, Vol. 82, No 6 (1999) pp. 935-945 |
| ISSN: | 1522-2675 0018-019X |
| DOI: | 10.1002/(sici)1522-2675(19990609)82:6<935::aid-hlca935>3.0.co;2-x |
| Popis: | Olefins undergo cyclopropanation with diphenylsulfonium (ethoxycarbonyl)methylide (=diphenylsulfonium 2‐ethoxy‐2‐oxoethylide; 3a) in the presence of chiral CuI or RhII catalysts. trans/cis Ratios and ee's of the cyclopropanes 6 obtained with this ylide in the presence of a chiral CuI catalyst 7 are identical with those obtained with ethyl diazoacetate (4). In the case of catalysis with RhII, the trans/cis ratios of the cyclopropanes as well as the enantioselectivity change slightly upon going from the ylide 3a to diazoacetate 4. |
| Databáze: | OpenAIRE |
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