253178-21-1Relevant articles and documents
Branch-Selective Addition of Unactivated Olefins into Imines and Aldehydes
Matos, Jeishla L. M.,Vásquez-Céspedes, Suhelen,Gu, Jieyu,Oguma, Takuya,Shenvi, Ryan A.
supporting information, p. 16976 - 16981 (2019/01/04)
Radical hydrofunctionalization occurs with ease using metal-hydride hydrogen atom transfer (MHAT) catalysis to couple alkenes and competent radicalophilic electrophiles. Traditional two-electron electrophiles have remained unreactive. Herein we report the reductive coupling of electronically unbiased olefins with imines and aldehydes. Iron catalysis allows addition of alkyl-substituted olefins into imines through the intermediacy of free radicals, whereas a combination of catalytic Co(Salt-Bu,t-Bu) and chromium salts enables a branch-selective coupling of olefins and aldehydes through the formation of a putative alkyl chromium intermediate.