Stereoselective Hydride Reductions of Cyclic N-Diphenylphosphinyl Imines. Highly Diastereoselective Syntheses of Protected Primary Amines
摘要:
Reduction of N-diphenylphosphinyl imines of variously substituted cyclohexanones, cyclopentanones, and bicyclic ketones with lithium tri-sec-butylborohydride provides highly diastereoselective procedures for the syntheses of N-diphenylphosphinyl amines which represent protected primary amines that can be unmasked by mild acidic cleavage. Attack of cyclohexyl derivatives occurs almost exclusively via equatorial approach to yield axial amine derivatives while cyclopentyl and bicyclic imines are attacked from the less sterically encumbered faces.
Efficient functional group transformations on a cyclic nitroalkene system
作者:Jih Ru Hwu、Naelong Wang
DOI:10.1039/c39870000427
日期:——
Single-pot nitroalkene → cyanoaldehyde transformation, α-methoxy oxime formation, α- and β-alkylations of β-sulphenylated nitro compound, generation of β-sulphenylated silyl nitronate, and sequential Michael addition and Nef reaction have been accomplished in good to excellent yields.
[EN] NANOMATERIALS COMPRISING ESTER-LINKED ACETALS<br/>[FR] NANOMATÉRIAUX COMPRENANT DES ACÉTALS À LIAISON ESTER
申请人:BEAM THERAPEUTICS INC
公开号:WO2022140252A1
公开(公告)日:2022-06-30
The present disclosure describes compositions, preparations, nanoparticles (such as lipid nanoparticles), and/or nanomaterials and methods of their use.
本公开说明书描述了组合物、制剂、纳米颗粒(如脂质纳米颗粒)和/或纳米材料及其使用方法。
Axial/equatorial populations in ?-hetero-substituted cyclohexanone Oximes andO-methyl oximes
作者:Douglas S. Ribeiro、Paulo R. Olivato、Roberto Rittner
Axial equatorial populations were determined for (E)-2-X-cyclohexanone oximes and O-methyl oxime ethers in chloroform by the Eliel method [X = F, Cl, Br, OCH3, N(CH3)(2), SCH3]. A novel approach is presented, which uses H-1 NMR data from the protons bonded to C-6. The conformational proportions were also obtained from the C-4 chemical shifts, the Z-isomer spectral parameters being taken as reference for calculation. For both series, all substituents adopt preferentially the axial conformation (86-96%), but the O-methyl oxime ethers present an enhanced axial population compared with the corresponding oximes, owing to the accepted occurrence of a pi(C=NOH)/sigma(CX)* stabilizing interaction. Copyright (C) 2000 John Wiley & Sons, Ltd.