title: Direct Catalytic Asymmetric Mannich-Type Reaction of α-N3 Amide.
abstract: An α-N3 7-azaindoline amide serves as a latent enolate to directly engage in an asymmetric Mannich-type reaction with N-thiophosphinoyl imines by the action of a cooperative catalyst. The thus-obtained highly enantioenriched anti-adduct was transformed into β-amino-α-azido acid in high yield by simple acidic treatment.
authors.affiliation: Institute of Microbial Chemistry (BIKAKEN), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021 (Japan).
authors.forename: Zhongdong
authors.initials: Z
authors.lastname: Sun
authors.affiliation: Institute of Microbial Chemistry (BIKAKEN), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021 (Japan).
authors.forename: Karin
authors.initials: K
authors.lastname: Weidner
authors.affiliation: Institute of Microbial Chemistry (BIKAKEN), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021 (Japan). mshibasa@bikaken.or.jp.
authors.forename: Naoya
authors.initials: N
authors.lastname: Kumagai
authors.affiliation: Institute of Microbial Chemistry (BIKAKEN), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021 (Japan). nkumagai@bikaken.or.jp.
authors.forename: Masakatsu
authors.initials: M
authors.lastname: Shibasaki
keywords: Mannich; amide; asymmetric catalysis; azide; enantioselective