Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 141, Issue 27, Pages 10599-10604Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b04549
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Funding
- National Natural Science Foundation of China [21573262, 21801246]
- Natural Science Foundation of Jiangsu Province [BK20161259, BK20170422]
- Lanzhou Institute of Chemical Physics
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We herein report an Ir-catalyzed enantioselective C(sp(3))-H borylation of cyclopropanecarboxamides using a chiral bidentate boryl ligand for the first time. A variety of substrates with alpha-quaternary carbon centers could be compatible in this reaction to provide beta-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.
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