1333226-38-2Relevant academic research and scientific papers
Cross-coupling of grignard reagents with sulfonyl-activated sp3 carbon-nitrogen bonds
Li, Man-Bo,Tang, Xiang-Ling,Tian, Shi-Kai
supporting information; experimental part, p. 1980 - 1984 (2011/10/12)
Sulfonyl-activated sp3 carbon-nitrogen bonds have been found to be cleaved by Grignard reagents in the presence of 5 mol% of copper(I) iodide (CuI). Significantly, a broad range of sulfonyl-activated benzylic, allylic, and propargylic amines smoothly undergo the cross-coupling reaction with Grignard reagents to afford structurally diverse coupling products in good to excellent yields and with high chemo-, regio-, and stereoselectivity. Moreover, an S N2 mechanism has been demonstrated to be involved in the cross-coupling reaction that allows the asymmetric synthesis of chiral hydrocarbons from optically active α-branched amine derivatives. Copyright
