20461-34-1Relevant articles and documents
Stereoselective c(sp3)-c(sp2) negishi coupling of (2-amido-1-phenylpropyl)zinc compounds through the steric control of β-amido group
Tang, Shi,Li, Shuhua,Zhou, Dong,Zeng, Huiqiong,Wang, Naixing
, p. 1293 - 1300 (2013)
A controllable diastereoselective C(sp2)-C(sp3) Negishi coupling reaction of secondary benzylic zinc reagents with aryl bromides has been demonstrated for the first time, forming medicinally important 1-arylphenylethylamines. In the presence of Pd(OAc)2 and S-phos, open-chain (2-amido-1-phenylethyl)zinc reagents bearing a β-NHAc or NHCHO group underwent cross-coupling reaction to give syn 1-arylphenylethylamine as the major products, whereas the zinc reagents bearing a sterically hindered β-NHCOC(CH3)2OTBS group specifically yielded anti 1-arylphenylethylamines.