| Autor: |
Babij NR; Department of Chemistry, University of Michigan , 930 N. University Avenue, Ann Arbor, Michigan 48109-1055, United States., McKenna GM, Fornwald RM, Wolfe JP |
| Jazyk: |
angličtina |
| Zdroj: |
Organic letters [Org Lett] 2014 Jun 20; Vol. 16 (12), pp. 3412-5. Date of Electronic Publication: 2014 Jun 11. |
| DOI: |
10.1021/ol5015976 |
| Abstrakt: |
A new annulation strategy for the synthesis of trans-bicyclic sulfamides is described. The Pd-catalyzed alkene carboamination reactions of 2-allyl and cis-2,5-diallyl pyrrolidinyl sulfamides with aryl and alkenyl triflates afford the fused bicyclic compounds in good yields and with good diastereoselectivity (up to 13:1 dr). Importantly, by employing reaction conditions that favor an anti-aminopalladation mechanism, the relative stereochemistry between the C3 and C4a stereocenters of the products is reversed relative to related Pd-catalyzed carboamination reactions that proceed via syn-aminopalladation. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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