1380402-57-2Relevant articles and documents
Catalytic Generation of C1 Ammonium Enolates from Halides and CO for Asymmetric Cascade Reactions
Li, Lu-Lu,Ding, Du,Song, Jin,Han, Zhi-Yong,Gong, Liu-Zhu
, p. 7647 - 7651 (2019)
A general strategy for the design of asymmetric cascade reactions using readily available halides and carbon monoxide (CO) as substrates is developed. The key is the catalytic generation of C1-ammonium enolates for the subsequent asymmetric cascade reactions through the combination of palladium-catalyzed carbonylation and chiral Lewis base catalysis. Utilizing this strategy, we have established asymmetric formal [1+1+4] and [1+1+2] reactions to afford chiral dihydropyridones and β-lactams with high yields and high enantio- and diastereoselectivities.
Dihydropyridones: Catalytic asymmetric synthesis, N- to C-sulfonyl transfer, and derivatizations
Simal, Carmen,Lebl, Tomas,Slawin, Alexandra M. Z.,Smith, Andrew D.
supporting information; experimental part, p. 3653 - 3657 (2012/05/20)
Benzotetramisole (1) promotes the reaction of ammonium enolates derived from arylacetic acids with N-tosyl-α,β-unsaturated ketimines, thus giving dihydropyridones with high diastereo- and enantiocontrol (see scheme). These products readily undergo N- to C-sulfonyl photoisomerization and are derivatized to afford stereodefined piperidines and tetrahydropyrans.
