Silver-Catalyzed Enantioselective Mannich Reaction of Diazoacetate Esters with N -Boc Aldimines.
| Autor: | Robertson GP; Department of Chemistry, Chemistry Research Laboratory , University of Oxford , 12 Mansfield Road , Oxford OX1 3TA , U.K., Farley AJM; Department of Chemistry, Chemistry Research Laboratory , University of Oxford , 12 Mansfield Road , Oxford OX1 3TA , U.K., Dixon DJ; Department of Chemistry, Chemistry Research Laboratory , University of Oxford , 12 Mansfield Road , Oxford OX1 3TA , U.K. |
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| Jazyk: | angličtina |
| Zdroj: | The Journal of organic chemistry [J Org Chem] 2020 Feb 21; Vol. 85 (4), pp. 2785-2792. Date of Electronic Publication: 2020 Jan 08. |
| DOI: | 10.1021/acs.joc.9b03177 |
| Abstrakt: | The highly enantioselective Mannich reaction of diazoacetate esters with N -Boc aldimines catalyzed by silver(I) triflate in the presence of ( R )-DM-SEGPHOS is reported. The reaction is broad in scope with respect to the (hetero)aromatic aldehyde-derived aldimine and tolerates significant variability of the diazoacetate ester component. Yields and enantioselectivities are good to excellent, and the reaction can be performed on a gram scale with catalyst loadings as low as 1 mol %. |
| Databáze: | MEDLINE |
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