41965-71-3Relevant articles and documents
Anionic Bisoxazoline Ligands Enable Copper-Catalyzed Asymmetric Radical Azidation of Acrylamides
Wu, Lianqian,Zhang, Zhihan,Wu, Dunqi,Wang, Fei,Chen, Pinhong,Lin, Zhenyang,Liu, Guosheng
, p. 6997 - 7001 (2021/02/26)
Asymmetric radical azidation for the synthesis of chiral alkylazides remains a tremendous challenge in organic synthesis. We report here an unprecedented highly enantioselective radical azidation of acrylamides catalyzed by 1 mol % of a copper catalyst. The substrates were converted to the corresponding alkylazides in high yield with good-to-excellent enantioselectivity. Notably, employing an anionic cyano-bisoxazoline (CN-Box) ligand is crucial to generate a monomeric CuII azide species, rather than a dimeric CuII azide intermediate, for this highly enantioselective radical azidation.
Cobalt(III)-Catalyzed Directed C-H Allylation
Gensch, Tobias,Vásquez-Céspedes, Suhelen,Yu, Da-Gang,Glorius, Frank
supporting information, p. 3714 - 3717 (2015/08/18)
The cobalt(III)-catalyzed allylation was developed for amide-directed C-H activation of arenes, heteroarenes, and olefins. A variety of allyl sources can be employed to introduce this useful functional group.
A novel synthesis of (-)-huperzine A via tandem intramolecular aza-Prins cyclization-cyclobutane fragmentation
White, James D.,Li, Yang,Kim, Jungchul,Terinek, Miroslav
supporting information, p. 882 - 885 (2013/03/28)
The acetylcholinesterase inhibitor (-)-huperzine A was synthesized from (S)-4-hydroxycyclohex-2-enone in 17 steps by a route that involved two cyclobutane fragmentations. The first of these employed a retro-aldol cleavage to generate the α-pyridone ring o