Enantioselective\nIntramolecular Oxidative Aminoacetoxylation\nfrom Aryl-Substituted Alkene via Chiral Triazole-oxazoline Palladium\nComplexes

Here,\nwe describe an enantioselective intramolecular oxidative\naminoacetoxylation reaction using a palladium catalyst and an aryl-substituted\ninternal alkene compound as the substrate under mild conditions in\nseveral hours. The triazole-oxazoline ligand was selected for the\nasymmetric catalyst. A range of enantioenriched pyrrolidine-derived\nvicinal amino acetate compounds were synthesized, showing yields from\n47% to 84%, diastereomer ratios from 57:43 to 95:5, and enantiomer\nexcesses from 67% to 92%.

Publication Details

Journal
Figshare
Published
2024-10-31
DOI
https://doi.org/10.1021/acs.orglett.4c03248.s001
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Enantioselective\nIntramolecular Oxidative Aminoacetoxylation\nfrom Aryl-Substituted Alkene via Chiral Triazole-oxazoline Palladium\nComplexes

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Catalytic C–H Functionalization Methods
article

Enantioselective\nIntramolecular Oxidative Aminoacetoxylation\nfrom Aryl-Substituted Alkene via Chiral Triazole-oxazoline Palladium\nComplexes

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Abstract

Here,\nwe describe an enantioselective intramolecular oxidative\naminoacetoxylation reaction using a palladium catalyst and an aryl-substituted\ninternal alkene compound as the substrate under mild conditions in\nseveral hours. The triazole-oxazoline ligand was selected for the\nasymmetric catalyst. A range of enantioenriched pyrrolidine-derived\nvicinal amino acetate compounds were synthesized, showing yields from\n47% to 84%, diastereomer ratios from 57:43 to 95:5, and enantiomer\nexcesses from 67% to 92%.

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Openalex Percentile: Top 79%
Catalytic C–H Functionalization Methods
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Enantioselective\nIntramolecular Oxidative Aminoacetoxylation\nfrom Aryl-Substituted Alkene via Chiral Triazole-oxazoline Palladium\nComplexes · Figshare (2024) | TGRS Research Map | TGRS