Febvay, Julie ; Sanogo, Youssouf ; Retailleau, Pascal ; Gogoi, Manash Protim ; Sahoo, Akhila K. ; Marinetti, Angela ; Voituriez, Arnaud (2019) Enantioselective Gold(I)-Catalyzed Hydrative Cyclizations of N-Propargyl-ynamides into 3,6-Dihydropyridinones Organic Letters, 21 (23). pp. 9281-9285. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/acs.orglett.9b02644
Related URL: http://dx.doi.org/10.1021/acs.orglett.9b02644
Abstract
This study discloses the first enantioselective variant of the gold(I)-catalyzed hydrative cyclizations of ynamides, which have been implemented by using bis-gold(I) complexes of chiral diphosphines. Starting from N-propargyl-ynamides and water in the presence of p-toluenesulfonic acid, the cyclization reactions afford N-tosyl-3,6-dihydropyridin-2(1H)-ones in good isolated yields and with high levels of stereocontrol (20 examples, enantiomeric ratios up to 94:6).
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 121771 |
| Deposited On: | 22 Jul 2021 07:11 |
| Last Modified: | 22 Jul 2021 07:11 |
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