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- Title
Synthetic Method for 2,2'-Disubstituted Fluorinated Binaphthyl Derivatives and Application as Chiral Source in Design of Chiral Mono-Phosphoric Acid Catalyst.
- Authors
Momiyama, Norie; Okamoto, Hiroshi; Shimizu, Masahiro; Terada, Masahiro
- 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 MgBr2 (1 equiv), which allows for access to a variety of fluorinated binaphthyl compounds. The utility of the fluorinated binaphthyl backbone was evaluated in F10BINOL derived chiral mono-phosphoric acid ( R)- 19 as the chiral Brønsted acid catalyst. The catalyst ( R)- 19 performs exceptionally well in the catalytic imino-ene reaction, demonstrating the potential of a fluorinated binaphthyl framework. Chirality 27:464-475, 2015. © 2015 Wiley Periodicals, Inc.
- Subjects
PERYLENE derivatives; PHOSPHORIC acid; BRONSTED acids; ENANTIOSELECTIVE catalysis; ACID catalysts; CHIRALITY
- Publication
Chirality, 2015, Vol 27, Issue 8, p464
- ISSN
0899-0042
- Publication type
Article
- DOI
10.1002/chir.22429