BuMgNiPr2: A new base for stoichiometric, position-selective deprotonation of cyclopropane carboxamides and other weak CH acids
Using the irreversible formation of an alkane, the proton-removing ability of a magnesiated amine, and the activating effect of a carboxamido group, weakly acidic CH groups E in a variety of systems can be selectively converted into useful amido-Grignard
We herein report an Ir-catalyzed enantioselective C(sp3)-H borylation of cyclopropanecarboxamides using a chiral bidentate boryl ligand for the first time. A variety of substrates with α-quaternary carbon centers could be compatible in this reaction to provide β-borylated products with good to excellent enantioselectivities. We have also demonstrated that the borylated products can be used as versatile precursors engaging in stereospecific transformations of C-B bonds, including the synthesis of a bioactive compound Levomilnacipran.
Shi, Yongjia,Gao, Qian,Xu, Senmiao
supporting information
p. 10599 - 10604
(2019/08/28)
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