期刊
ACS CATALYSIS
卷 13, 期 12, 页码 8273-8280出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.3c02018
关键词
hypervalent iodine; enantioselective; oxysulfonylation; oxidative cyclization; ketones; gamma-butyrolactones
A class of confined chiral hypervalent iodines, designed by incorporating two sterically demanding BINOL-derived units, demonstrated good-to-excellent enantioselectivities in the α-oxysulfonylation of ketones (up to 97.5:2.5 er) and the oxidative cyclization of 5-oxo-5-arylpentanoic acids to γ-butyrolactones (up to 98:2 er), showing the effectiveness of this catalyst design strategy.
A classof confined chiral hypervalent iodines have been designedand developed by incorporating two sterically demanding BINOL-derivedunits, which form the second-layer chiral environment, into the iodine-containingmolecules to lock down the conformation of the catalyst and indirectlycreate a compact chiral environment around the active site. Good-to-excellentenantioselectivities have been achieved with these catalysts for the alpha-oxysulfonylation of ketones (up to 97.5:2.5 er) and the oxidativecyclization of 5-oxo-5-arylpentanoic acids to gamma-butyrolactones(up to 98:2 er), thereby demonstrating the utility of this strategyfor catalyst design.
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