Premium
Radical Heterocyclization and Heterocyclization Cascades Triggered by Electron Transfer to Amide‐Type Carbonyl Compounds
Author(s) -
Huang HuanMing,
Procter David J.
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201708354
Subject(s) - chemistry , amide , stereocenter , electron transfer , combinatorial chemistry , cascade , bicyclic molecule , photochemistry , organic chemistry , catalysis , enantioselective synthesis , chromatography
Radical heterocyclizations triggered by electron transfer to amide‐type carbonyls, using SmI 2 ‐H 2 O, provide straightforward access to bicyclic heterocyclic scaffolds containing bridgehead nitrogen centers. Furthermore, the first radical heterocyclization cascade triggered by reduction of amide‐type carbonyls delivers novel, complex tetracyclic architectures containing five contiguous stereocenters with excellent diastereocontrol.