Desymmetrization of Cyclic Sulfonimidamides by Asymmetric Allylation.
Angew Chem Int Ed Engl
; : e202407114, 2024 May 08.
Article
em En
| MEDLINE
| ID: mdl-38719740
ABSTRACT
Herein we report the first transition metal-catalyzed approach to the enantioenriched synthesis of cyclic sulfonimidamides relying on commercially available palladium catalysts and ligands. High-throughput experimentation (HTE) was employed to identify the optimal catalyst system and solvent. The method is applied to a variety of saturated and unsaturated rings and exhibits the highest selectivity for 2-substituted allyl electrophiles. The products are further elaborated to complex, tricyclic scaffolds. DFT experiments presented herein highlight the key ligand substrate interactions leading to the high levels of enantioselectivity.
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MEDLINE
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En
Ano de publicação:
2024
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Article