Publications by authors named "A M Champlin"
Enantioselective S-Alkylation of Sulfenamides by Phase-Transfer Catalysis.
Angew Chem Int Ed Engl
October 2024
A general phase-transfer catalyst (PTC) mediated enantioselective alkylation of N-acylsulfenamides is reported. Essential to achieving high selectivity was the use of the triethylacetyl sulfenamide protecting group along with aqueous KOH as the base under biphasic aqueous conditions to enable the reaction to be performed at -40 °C. With these key parameters, enantiomeric ratios up to 97.
View Article and Find Full Text PDFArticle Synopsis
- - The process of sulfur alkylation involves reacting -acyl sulfenamides with alkyl halides to produce sulfilimines, achieving yields between 47% to 98%.
- - A variety of sulfenamides and alkyl halides with different properties were successfully used in the reactions, showcasing the method's versatility.
- - Additionally, a proof-of-concept for asymmetric phase-transfer alkylation was carried out, and the sulfilimine product can be easily converted into valuable compounds in medicinal chemistry, such as -acyl or free sulfoximine.
Sulfoximines are increasingly incorporated in agrochemicals and pharmaceuticals, with the two enantiomers of chiral sulfoximines often having profoundly different binding interactions with biomolecules. Therefore, their application to drug discovery and development requires the challenging preparation of single enantiomers rather than racemic mixtures. Here, we report a general and fundamentally new asymmetric synthesis of sulfoximines.
View Article and Find Full Text PDFPurpose: To create and implement a standard care bundle to reduce postoperative nausea and vomiting (PONV) in the bariatric surgery patient.
Design: Evidence-based quality improvement project.
Methods: A pre- and postintervention chart review identified high-risk indicators for PONV in patients with longer lengths of stay (LOS), which led to the development of targeted care bundle components.