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Metal‐Free Enantioselective Oxidative Arylation of Alkenes: Hypervalent‐Iodine‐Promoted Oxidative C−C Bond Formation
Author(s) -
Shimogaki Mio,
Fujita Morifumi,
Sugimura Takashi
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201609110
Subject(s) - hypervalent molecule , enantioselective synthesis , chemistry , iodine , oxidative phosphorylation , reagent , aryl , ether , boron trifluoride , silyl ether , oxidative addition , silylation , organic chemistry , medicinal chemistry , catalysis , alkyl , biochemistry
The enantioselective oxyarylation of ( E )‐6‐aryl‐1‐silyloxylhex‐3‐ene was achieved using a lactate‐based chiral hypervalent iodine(III) reagent in the presence of boron trifluoride diethyl etherate. The silyl ether promotes the oxidative cyclization, and enhances the enantioselectivity. In addition, the corresponding aminoarylation was achieved.