Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis

作者：David A. Nagib, Mark E. Scott, David W. C. MacMillan · 发表于：Journal of the American Chemical Society · 年份：2009 · DOI：10.1021/ja9053338 · 被引用次数：979 · 研究领域：Fluorine in Organic Chemistry、Radical Photochemical Reactions、Synthesis and Characterization of Pyrroles

The first enantioselective, organocatalytic alpha-trifluoromethylation and alpha-perfluoroalkylation of aldehydes have been accomplished using a readily available iridium photocatalyst and a chiral imidazolidinone catalyst. A range of alpha-trifluoromethyl and alpha-perfluoroalkyl aldehydes were obtained from commercially available perfluoroalkyl halides with high efficiency and enantioselectivity. The resulting alpha-trifluoromethyl aldehydes were subsequently shown to be versatile precursors for the construction of a variety of enantioenriched trifluoromethylated building blocks.