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Stereoselective synthesis of cis-2,5-disubstituted pyrrolidines via Wacker-type aerobic oxidative cyclization of alkenes with tert-butanesulfinamide nucleophiles.
Sun, 12/02/2012 - 9:27am — ldowdall
| Title | Stereoselective synthesis of cis-2,5-disubstituted pyrrolidines via Wacker-type aerobic oxidative cyclization of alkenes with tert-butanesulfinamide nucleophiles. |
| Publication Type | Journal Article |
| Year of Publication | 2012 |
| Authors | Redford, JE, McDonald, RI, Rigsby, ML, Wiensch, JD, Stahl, SS |
| Journal | Org Lett |
| Volume | 14 |
| Issue | 5 |
| Pagination | 1242-5 |
| Date Published | 2012 Mar 2 |
| ISSN | 1523-7052 |
| Keywords | alkenes, Butanes, catalysis, cyclization, Molecular Structure, Oxidation-Reduction, Pyrrolidines, Stereoisomerism, sulfonamides |
| Abstract | Palladium(II)-catalyzed aerobic oxidative cyclization of alkenes with tethered tert-butanesulfinamides furnishes enantiopure 2,5-disubstituted pyrrolidines, originating from readily available and easily diversified starting materials. These reactions are the first reported examples of metal-catalyzed addition of sulfinamide nucleophiles to alkenes. |
| DOI | 10.1021/ol3000519 |
| Custom 1 | |
| Alternate Journal | Org. Lett. |
| PubMed ID | 22352383 |
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