Enantioselective synthesis of functionalized β-lactones by NHC-catalyzed aldol lactonization of ketoacids
| Title | Enantioselective synthesis of functionalized β-lactones by NHC-catalyzed aldol lactonization of ketoacids |
| Publication Type | Journal Article |
| Year of Publication | 2017 |
| Authors | Mondal, S, Mukherjee, S, Das, TKanti, Gonnade, RG, Biju, AT |
| Journal | Journal of Organic Chemistry |
| Volume | 82 |
| Issue | 17 |
| Date Published | AUG |
| Type of Article | Article |
| 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. |
| DOI | 10.1021/acs.joc.7b01526 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 4.785 |
Divison category:
Center for Material Characterization (CMC)
Organic Chemistry