title: Cascade radical reaction of substrates with a carbon-carbon triple bond as a radical acceptor.
abstract: The limitation of hydroxamate ester as a chiral Lewis acid coordination moiety was first shown in an intermolecular reaction involving a radical addition and sequential allylation processes. Next, the effect of hydroxamate ester was studied in the cascade addition-cyclization-trapping reaction of substrates with a carbon-carbon triple bond as a radical acceptor. When substrates with a methacryloyl moiety and a carbon-carbon triple bond as two polarity-different radical acceptors were employed, the cascade reaction proceeded effectively. A high level of enantioselectivity was also obtained by a proper combination of chiral Lewis acid and these substrates.
authors.affiliation: School of Pharmacy, Hyogo University of Health Sciences, Minatojima, Chuo-ku, Kobe 650-8530, Japan ; Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
authors.forename: Hideto
authors.initials: H
authors.lastname: Miyabe
authors.forename: Ryuta
authors.initials: R
authors.lastname: Asada
authors.forename: Yoshiji
authors.initials: Y
authors.lastname: Takemoto
keywords: Lewis acid; cascade; cyclization; enantioselective; free radical; radical