Pd-catalyzed Cycloadditions of 5-Vinyloxazolidine-2,4-diones: A Diastereo- and Enantioselective Access to Spirooxindoles
Year: 2026
Type: preprint
Abstract: In this manuscript, we report a straightforward route to spirooxindoles by Pd-catalyzed cycloadditions of 5-vinyloxazolidine-2,4-diones with isatins. After a screening of chiral ligands, DTBM-SEGPHOS was selected to induce high diastereo- and enantiocontrol of the two newly created tetrasubstituted stereocenters. Our investigation demonstrated broad functional group tolerance under the reaction conditions. Overall, this work represents a rare example of Pd-catalyzed cycloadditions involving 5- vinyloxazolidine-2,4-diones and electrophilic C=O bonds.
Source: ChemRxiv
Institutions: Centre National de la Recherche Scientifique, École Polytechnique, École Nationale Supérieure de Techniques Avancées, Laboratoire de Synthèse Organique, Institut Polytechnique de Paris, École Nationale Supérieure de Techniques Avancées Paris, Laboratoire de Chimie Moléculaire, Laboratoire de Chimie Moléculaire
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W7221077957