Stereoselective\nAminomethylation of β,β-Disubstituted\nEnesulfinamides: Asymmetric Construction of Less Accessible Acyclic\nα,α-Disubstituted α‑Aminomethylated Ketimines
β,β-Disubstituted enesulfinamides undergo\nstereoselective\nnucleophilic addition to the formaldehyde imines, in situ formed from\ntosylmethylcarbamates, affording α-aminomethylated ketimines\nbearing a challenging acyclic quaternary stereocenter substituted\nby two sterically and electronically similar groups (e.g., Me and\nEt). The defined geometry of the CC bond in the enesulfinamides,\ncombined with the strong chiral induction offered by their chiral\nsulfinyl group, ensures precise stereocontrol during the formation\nof the new C–C bond.
Publication Details
- Journal
- Figshare
- Published
- 2024-11-21
- DOI
- https://doi.org/10.1021/acs.joc.4c02500.s001
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00