One-Step Diastereoselective Pyrrolidine Synthesis Using a Sulfinamide Annulating Reagent
| Autor: | Mariah C. Meehan, John Hynes, Hyunsoo Park, Qing Shi, John R. Coombs, Purnima Khandelwal, Nathaniel S. Greenwood, Michael Galella, T. G. Murali Dhar, David Marcoux, William P. Gallagher, Carlos A. Guerrero, Bhupinder Sandhu, Francisco Gonzalez Bobes |
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| Rok vydání: | 2019 |
| Předmět: |
010405 organic chemistry
organic chemicals Organic Chemistry One-Step 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry Pyrrolidine 0104 chemical sciences chemistry.chemical_compound Sulfinamide chemistry Nucleophile Reagent Molecule heterocyclic compounds Stereoselectivity Physical and Theoretical Chemistry |
| Zdroj: | Organic letters. 21(22) |
| ISSN: | 1523-7052 |
| Popis: | This communication highlights the use of chiral sulfinamides as nitrogen nucleophiles in intermolecular aza-Michael reactions. When chiral sulfinamides are coupled to a chloroethyl group, the corresponding novel annulating reagents can be used to streamline the stereoselective synthesis of complex pyrrolidine-containing molecules. As a result, it has enabled a medicinal chemistry campaign for the synthesis of biologically active RORγt inverse agonists. |
| Databáze: | OpenAIRE |
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