Enantioselective Hydrodifluoroalkylation of Alkenes with Conformationally Tuned Peptidyl Hydrogen Atom Transfer Catalysts.

• Tác giả: Jinkai Cheng, Eric P Geunes, Kendall N Houk, Robert R Knowles, Samantha V Magpantay, James M Mayer, Brandon Q Mercado, Scott J Miller, Marcus Vinicius Pinto Pereira Junior, Huiling Shao, Yiran Zhang
• Ngôn ngữ: eng
• Ký hiệu phân loại: 583.5 *Caryophyllidae
• Thông tin xuất bản: United States : Journal of the American Chemical Society , 2025
• Bộ sưu tập: NCBI
• ID: 725602

Tóm tắt

We report the enantioselective hydrodifluoroalkylation of alkenes proceeding via an asymmetric hydrogen atom transfer (HAT) event catalyzed by thiol-containing tetrapeptides. Photocatalytic generation of a difluoroacetyl radical followed by carbon-carbon bond formation results in a prochiral carbon-centered radical that engages with the chiral catalyst. A trialkylamine reductant is proposed to turn over the catalyst in this net-reductive transformation. Notably, incorporating an (