title: Enantio- and diastereoselective synthesis of cis-2-aryl-3-methoxycarbonyl-2,3-dihydrobenzofurans via the Rh(II)-catalyzed C-H insertion process.
abstract: [formula: see text] The enantioselective intramolecular C-H insertion reaction of aryldiazoacetates has been explored with use of dirhodium(II) carboxylate catalysts, which incorporate N-phthaloyl- or N-benzene-fused-phthaloyl-(S)-amino acids as chiral bridging ligands. Dirhodium tetrakis[N-phthaloyl-(S)-tert-leucinate], Rh2(S-PTTL)4, has proven to be the catalyst of choice for this process, providing exclusively cis-2-aryl-3-methoxycarbonyl-2,3-dihydobenzofurans in up to 94% ee.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
authors.forename: Hiroaki
authors.initials: H
authors.lastname: Saito
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Oishi
authors.forename: Shinji
authors.initials: S
authors.lastname: Kitagaki
authors.forename: Seiichi
authors.initials: S
authors.lastname: Nakamura
authors.forename: Masahiro
authors.initials: M
authors.lastname: Anada
authors.forename: Shunichi
authors.initials: S
authors.lastname: Hashimoto