Mondal, Santigopal ; Mukherjee, Subrata ; Das, Tamal Kanti ; Gonnade, Rajesh G. ; Biju, Akkattu T. (2017) Enantioselective Synthesis of Functionalized β-Lactones by NHC-Catalyzed Aldol Lactonization of Ketoacids The Journal of Organic Chemistry, 82 (17). pp. 9223-9228. ISSN 0022-3263
Full text not available from this repository.
Official URL: http://doi.org/10.1021/acs.joc.7b01526
Related URL: http://dx.doi.org/10.1021/acs.joc.7b01526
Abstract
N-Heterocyclic carbene (NHC)-catalyzed intramolecular aldol lactonization of readily available ketoacids leading to the enantioselective synthesis of cyclopentane-fused β-lactones is presented. The reaction proceeds via the generation of NHC-bound enolate intermediates formed from the ketoacids in the presence of the peptide coupling reagent HATU and NHC generated from the chiral triazolium salt. The functionalized β-lactones are formed under mild conditions in high yields and enantioselectivities.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society |
| ID Code: | 128637 |
| Deposited On: | 03 Nov 2022 06:48 |
| Last Modified: | 03 Nov 2022 06:48 |
Repository Staff Only: item control page
