Department of Pharmacology and Pharmaceutical Sciences, School of Medicine, Tsinghua University, Beijing, 100084 (China).
Angew Chem Int Ed Engl. 2015 Jan 7;54(2):656-9. doi: 10.1002/anie.201409473. Epub 2014 Oct 27.
Described is the first study on oxidative enantioselective α-fluorination of simple aliphatic aldehydes enabled by N-heterocyclic carbene catalysis. N-fluorobis(phenyl)sulfonimide serves as a an oxidant and as an "F" source. The C-F bond formation occurs directly at the α position of simple aliphatic aldehydes, thus overcoming nontrivial challenges, such as competitive difluorination and nonfluorination, and proceeds with high to excellent enantioselectivities.
本文首次报道了 N-杂环卡宾催化的简单脂肪醛的氧化对映选择性 α-氟化反应。N-氟代双(苯磺酰基)亚胺既是氧化剂又是“F”源。C-F 键直接在简单脂肪醛的α 位形成,因此克服了一些重大挑战,如竞争的二氟化和非氟化,并具有高至优异的对映选择性。