Asymmetric Organocatalysis with Novel Chiral Thiourea Derivatives: Bifunctional Catalysts for the Strecker and Nitro-Michael Reactions
| Autor: | Martin J. Hateley, Denis A. Yalalov, Christoph Weckbecker, Klaus Huthmacher, Svetlana B. Tsogoeva |
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| Rok vydání: | 2006 |
| Předmět: |
010405 organic chemistry
Organic Chemistry Strecker amino acid synthesis Enantioselective synthesis General Medicine 010402 general chemistry 01 natural sciences 0104 chemical sciences chemistry.chemical_compound chemistry Thiourea Organocatalysis Michael reaction Nitro Imidazole Moiety Organic chemistry Tetrazole Physical and Theoretical Chemistry Bifunctional |
| Zdroj: | ChemInform. 37 |
| ISSN: | 1522-2667 0931-7597 |
| Popis: | Novel bifunctional organocatalysts bearing both a thiourea moiety and an imidazole group on a chiral scaffold were synthesized and applied to the Strecker synthesis and nitro-Michael reaction. The addition of acetone to nitroolefins in the presence of these novel bifunctional organocatalysts gave enantioselectivities (up to 87 % ee) that are superior to those generated by the proline and/or homo-proline tetrazole catalysts described in the literature. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) |
| Databáze: | OpenAIRE |
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