Visible-Light-Activated Catalytic Enantioselective beta-Alkylation of alpha, beta-Unsaturated 2-Acyl Imidazoles Using Hantzsch Esters as Radical Reservoirs

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Author(s):	Huang, Xiaoqiang ^[2] Total Authors: 1
Affiliation:	^[1] Philipps Univ Marburg, Fachbereich Chem, Hans Meerwein Str 4, D-35043 Marburg - Germany Total Affiliations: 1
Document type:	Journal article
Source:	Journal of Organic Chemistry; v. 83, n. 18, p. 10922-10932, SEP 21 2018.
Web of Science Citations:	12
Abstract
An efficient and practical method for the enantioselective beta-functionalization of alpha, beta-unsaturated 2-acyl imidazoles is described. The method uses a previously devised chiral-at-metal rhodium catalyst (Lambda-RhS, 4 mol %) along with Hantzsch ester derivatives as alkyl radical sources. The rhodium complex exerts a dual role as the visible-light-absorbing unit upon substrate binding and as the asymmetric catalyst. The method provides up to quantitative yields with excellent enantioselectivities up to 98% ee and can be classified as a redox-neutral, electron-transfer-catalyzed reaction. (AU)

FAPESP's process:	17/06836-4 - Synthesis of Dihydrocoumarins-C-Aryl Glucosides as Potential SGLT2 Inhibitors Using Asymmetric Photoredox Catalysis
Grantee:	Francisco Fávaro de Assis
Support Opportunities:	Scholarships abroad - Research Internship - Post-doctor


FAPESP's process:	13/07607-8 - OCRC - Obesity and Comorbidities Research Center
Grantee:	Licio Augusto Velloso
Support Opportunities:	Research Grants - Research, Innovation and Dissemination Centers - RIDC