Palladium-Catalyzed Cross-Coupling of N-Sulfonylaziridines and Alkenylboronic Acids: Stereospecific Synthesis of Homoallylic Amines with Di- and Trisubstituted Alkenes
| Autor: | W. P. Teh, Forrest E. Michael |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
Natural product
010405 organic chemistry Organic Chemistry Regioselectivity chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Pyrrolidine 0104 chemical sciences Catalysis chemistry.chemical_compound Stereospecificity chemistry Yield (chemistry) Organic chemistry Physical and Theoretical Chemistry Palladium |
| Zdroj: | Organic Letters. 19:1738-1740 |
| ISSN: | 1523-7052 1523-7060 |
| Popis: | A palladium-catalyzed cross-coupling of 2-alkylaziridines with alkenylboronic acids to give homoallylamines is presented. The reaction is highly regioselective and stereospecific and provides convenient access to enantioenriched amines with 1,1-disubstituted, 1,2-disubstituted, and trisubstituted alkenes. The modular synthesis of a 2,5-disubstituted pyrrolidine natural product was completed in three steps and 67% overall yield. |
| Databáze: | OpenAIRE |
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