Mukherjee, Subrata ; Ghosh, Arghya ; Marelli, Udaya Kiran ; Biju, Akkattu T. (2018) N-Heterocyclic Carbene-Catalyzed Michael–Michael–Lactonization Cascade for the Enantioselective Synthesis of Tricyclic δ-Lactones Organic Letters, 20 (10). pp. 2952-2955. ISSN 1523-7060
Full text not available from this repository.
Official URL: http://doi.org/10.1021/acs.orglett.8b00998
Related URL: http://dx.doi.org/10.1021/acs.orglett.8b00998
Abstract
Enantioselective synthesis of tricyclic δ-lactones with three contiguous stereocenters has been demonstrated by the N-heterocyclic carbene (NHC)-catalyzed functionalization of benzylic C(sp3)-H bonds. The NHC-catalyzed reaction of enals with dinitrotoluene derivatives under oxidative conditions proceeds via the chiral α,β-unsaturated acylazoliums and produces the δ-lactones in good yields and excellent diastereoselectivity and enantioselectivity. This mild and atom-economic cascade reaction takes place in a Michael/Michael/lactonization sequence and tolerates a broad range of functional groups.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society |
| ID Code: | 128628 |
| Deposited On: | 03 Nov 2022 06:48 |
| Last Modified: | 03 Nov 2022 06:48 |
Repository Staff Only: item control page
