School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
Institute of Chemical and Engineering Sciences, 8 Biomedical Grove, Neuros, #07-01, 138665, Singapore.
Angew Chem Int Ed Engl. 2021 Oct 4;60(41):22219-22223. doi: 10.1002/anie.202108240. Epub 2021 Sep 7.
The ring-opening of 3-aminocyclobutanone oximes enables easy generation of primary alkyl radicals, capable of undergoing an unprecedented strain-release, desulfonylative radical Truce-Smiles rearrangement, providing divergent access to valuable 1,3 diamines and unnatural β-amino acids. Characterized by mild conditions and wide scope of migrating species, this protocol allows the modular assembly of sp -aryls under transition metal-free, room-temperature conditions.
3-氨基环丁酮肟的开环反应可以很容易地生成伯烷基自由基，这些自由基可以经历前所未有的应变释放、脱磺基自由基 Truce-Smiles 重排，从而提供有价值的 1,3-二胺和非天然β-氨基酸的不同合成途径。该反应具有条件温和、迁移物种范围广泛的特点，可在无过渡金属、室温条件下实现 sp 芳基的模块化组装。
