title: Direct Catalytic Asymmetric Mannich-Type Reaction of Alkylamides.
abstract: Direct enolate formation coupled with subsequent enantioselective C-C bond formation remains a topic of intense interest in asymmetric catalysis. This methodology is achieved even with low acidic amides without an electron-withdrawing group at the α-position in the context of a Mannich-type reaction. Acetate-, propionate-, and butyrate-type 7-azaindoline amides served as enolate precursors to afford the desired Mannich adducts with high stereoselectivity, and ligand-enabled diastereo-divergency provided access to both anti/syn diastereomers. The facile transformation of the amide moiety ensures the synthetic utility of the Mannich adducts.
authors.affiliation: Institute of Microbial Chemistry (Bikaken), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan.
authors.forename: Fernando Arteaga
authors.initials: FA
authors.lastname: Arteaga
authors.affiliation: Institute of Microbial Chemistry (Bikaken), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan.
authors.forename: Zijian
authors.initials: Z
authors.lastname: Liu
authors.affiliation: Institute of Microbial Chemistry (Bikaken), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan.
authors.forename: Lennart
authors.initials: L
authors.lastname: Brewitz
authors.affiliation: Institute of Microbial Chemistry (Bikaken), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan.
authors.forename: Jianyang
authors.initials: J
authors.lastname: Chen
authors.affiliation: Institute of Microbial Chemistry (Bikaken), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan.
authors.forename: Bo
authors.initials: B
authors.lastname: Sun
authors.affiliation: Institute of Microbial Chemistry (Bikaken), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan.
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.
authors.forename: Masakatsu
authors.initials: M
authors.lastname: Shibasaki