期刊
CHEMCATCHEM
卷 14, 期 2, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.202101278
关键词
asymmetric catalysis; boron; beta-borylation; copper; non-covalent interactions
资金
- FUKUOKA NAOHIKO MEMORIAL FOUNDATION [JP19K05464, JP20H04828]
A novel chiral bipyridine ligand with a flexible side chain and molecular recognition site enables precise stereocontrol through the cooperative action of metal center and hydrogen bonds in copper-catalyzed asymmetric borylation. The ligand shows high enantioselectivity in yielding borylated products, with potential to control chemo- and site selectivity in addition to stereoselectivity.
A novel chiral bipyridine ligand bearing a flexible side chain with a molecular recognition site enables precise stereocontrol through the cooperative action of metal center and hydrogen bonds. This new chiral ligand was applied to the copper-catalyzed asymmetric borylation of alpha,beta-unsaturated carbonyl compounds. The reaction afforded the corresponding borylated products in good yields with high enantioselectivities. Preliminary studies of the functional group-selective transformation revealed that the newly designed chiral bipyridine ligand has the potential to control chemo- and site selectivity in addition to stereoselectivity.
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