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Enantio-, diastereo-, and regioselective iridium-catalyzed asymmetric allylic alkylation of acyclic β-ketoesters.
- Source :
-
Journal of the American Chemical Society [J Am Chem Soc] 2013 Nov 20; Vol. 135 (46), pp. 17298-301. Date of Electronic Publication: 2013 Nov 06. - Publication Year :
- 2013
-
Abstract
- The first regio-, diastereo-, and enantioselective allylic alkylation of acyclic β-ketoesters to form vicinal tertiary and all-carbon quaternary stereocenters is reported. Critical to the successful development of this method was the employment of iridium catalysis in concert with N-aryl-phosphoramidite ligands. Broad functional group tolerance is observed at the keto-, ester-, and α-positions of the nucleophile. Various transformations demonstrating the utility of this method for rapidly accessing complex enantioenriched compounds are reported.
Details
- Language :
- English
- ISSN :
- 1520-5126
- Volume :
- 135
- Issue :
- 46
- Database :
- MEDLINE
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Academic Journal
- Accession number :
- 24160327
- Full Text :
- https://doi.org/10.1021/ja4097829