398456-85-4Relevant articles and documents
Stereoselective approach to access 3-tert-Butyl-Dimethylsiloxy-2,6-Substituted piperidines through nucleophilic addition of N,O-acetals with organozinc reagents
Chen, Zhao-Dan,Chen, Zhuo,Wang, Qiao-E,Si, Chang-Mei,Wei, Bang-Guo
supporting information, (2020/06/03)
An efficient approach to access chiral 3-tert-butyl-dimethylsiloxy 2,6-disubstituted 6-benzyl piperidines was developed through nucleophilic addition of N,O-acetals with organozinc reagents. A number of substituted benzyl zinc reagents could react with N,
Novel preparation of N-arylmethyl-N-arylmethyleneamine N-oxides from benzylic bromides with zinc and isobutyl nitrite
Yanai, Kei,Togo, Hideo
, p. 3523 - 3529 (2019/05/24)
Treatment of benzylic bromides with Zn and LiCl, followed by the reaction with i-butyl nitrite gave N-arylmethyl-N-arylmethyleneamine N-oxides in moderate yields. The present reaction is a novel and simple method for the preparation of nitrones from benzylic bromides, although the yields are moderate.
Access to Functionalized Quaternary Stereocenters via the Copper-Catalyzed Conjugate Addition of Monoorganozinc Bromide Reagents Enabled by N, N-Dimethylacetamide
Fulton, Tyler J.,Alley, Phebe L.,Rensch, Heather R.,Ackerman, Adriana M.,Berlin, Cameron B.,Krout, Michael R.
, p. 14723 - 14732 (2018/11/23)
Monoorganozinc reagents, readily obtained from alkyl bromides, display excellent reactivity with β,β-disubstituted enones and TMSCl in the presence of Cu(I) and Cu(II) salts to synthesize a variety of cyclic functionalized β-quaternary ketones in 38-99% yields and 9:1-20:1 diastereoselectivities. The conjugate addition features a pronounced improvement in DMA using monoorganozinc bromide reagents. A simple one-pot protocol that harnesses in situ generated monoorganozinc reagents delivers comparable product yields.