title: Synthetic Method for 2,2'-Disubstituted Fluorinated Binaphthyl Derivatives and Application as Chiral Source in Design of Chiral Mono-Phosphoric Acid Catalyst.
abstract: A practical synthetic method for 2,2'-disubstituted fluorinated binaphthyl derivatives was achieved using magnesium bis(2,2,6,6-tetramethylpiperamide) [Mg(TMP)(2)], prepared from LiTMP (2 equiv) and MgBr(2) (1 equiv), which allows for access to a variety of fluorinated binaphthyl compounds. The utility of the fluorinated binaphthyl backbone was evaluated in F10 BINOL derived chiral mono-phosphoric acid (R)- as the chiral Brønsted acid catalyst. The catalyst (R)- performs exceptionally well in the catalytic enantioselective imino-ene reaction, demonstrating the potential of a fluorinated binaphthyl framework.
authors: Department of Life and Coordination-Complex Molecular Science, Institute for Molecular Science Graduate School of Physical Sciences, Graduate University for Advanced Studies (SOKENDAI), Okazaki Aichi, Japan.
authors: Norie
authors: N
authors: Momiyama
authors: Department of Chemistry, Graduate School of Science, Tohoku University, Sendai, Miyagi, Japan.
authors: Hiroshi
authors: H
authors: Okamoto
authors: Department of Chemistry, Graduate School of Science, Tohoku University, Sendai, Miyagi, Japan.
authors: Masahiro
authors: M
authors: Shimizu
authors: Department of Chemistry, Graduate School of Science, Tohoku University, Sendai, Miyagi, Japan.|Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Sendai, Miyagi, Japan.
authors: Masahiro
authors: M
authors: Terada
keywords: axial chirality; chiral Brønsted acid; chiral phosphoric acid; fluorinated binaphthyl; organocatalyst