title: Enantioselective α-Benzoyloxylation of Malonic Diesters by Phase-Transfer Catalysis.
abstract: A highly enantioselective α-benzoyloxylation of malonic diester has been achieved by phase-transfer catalysis. The reaction of α-monosubstituted tert-butyl methyl malonate with benzoyl peroxide in the presence of aqueous KOH and N-(9-anthracenylmethyl)cinchoninium chloride afforded the corresponding α,α-disubstituted products in generally excellent chemical yields (up to 99% yield) with high enantioselectivities (up to 96% ee). In addition, the utility of this methodology was exhibited by the synthesis of a mineralocorticoid receptor antagonist.
authors.affiliation: School of Pharmacy, Showa University , 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.
authors.forename: Takuya
authors.initials: T
authors.lastname: Kanemitsu
authors.affiliation: School of Pharmacy, Showa University , 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.
authors.forename: Miho
authors.initials: M
authors.lastname: Sato
authors.affiliation: School of Pharmacy, Showa University , 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.
authors.forename: Miyuki
authors.initials: M
authors.lastname: Yoshida
authors.affiliation: School of Pharmacy, Showa University , 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.
authors.forename: Eisuke
authors.initials: E
authors.lastname: Ozasa
authors.affiliation: School of Pharmacy, Showa University , 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.
authors.forename: Michiko
authors.initials: M
authors.lastname: Miyazaki
authors.affiliation: School of Pharmacy, Showa University , 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.
authors.forename: Yuki
authors.initials: Y
authors.lastname: Odanaka
authors.affiliation: School of Pharmacy, Showa University , 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Nagata
authors.affiliation: School of Pharmacy, Showa University , 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.
authors.forename: Takashi
authors.initials: T
authors.lastname: Itoh