title: Total synthesis of (+)-benzastatin E via diastereoselective Grignard addition to 2-acylindoline.
abstract: [reaction: see text] A stereoselective total synthesis of (+)-benzastatin E (1) is described. The synthesis involves a diastereoselective Grignard addition to 2-acylindoline 2, which is derived from commercially available (S)-2-indolinecarboxylic acid (3). The unknown absolute configuration of (+)-1 is determined as (9S,10R).
authors.affiliation: Exploratory Chemistry Research Laboratories, Sankyo Co, Ltd, 1-2-58 Hiromachi, Shinagawa-ku, Tokyo 140-8710, Japan.
authors.forename: Narihiro
authors.initials: N
authors.lastname: Toda
authors.forename: Mayuko
authors.initials: M
authors.lastname: Ori
authors.forename: Kazuko
authors.initials: K
authors.lastname: Takami
authors.forename: Keiko
authors.initials: K
authors.lastname: Tago
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Kogen
mesh_terms: D001549:Benzamides / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: C473421:2-acylindoline; D001549:Benzamides; D007211:Indoles; C473420:benzastatin E