Inokuma, Tsubasa Tokushima University Tokushima University Educator and Researcher Directory KAKEN Search Researchers
Sakakibara, Takuya Tokushima University
Someno, Takatoshi Tokushima University
Masui, Kana Tokushima University
Otaka, Akira Tokushima University Tokushima University Educator and Researcher Directory KAKEN Search Researchers
Yamada, Ken-ichi Tokushima University Tokushima University Educator and Researcher Directory
amino phosphonic acid
A practical method for synthesizing chiral α-amino phosphonic acid derivatives was developed. Readily available and stable N-o-nitrophenylsulfenyl (Nps) imino phosphonate was utilized as a substrate for a highly enantioselective Friedel–Crafts-type addition of indole or pyrrole nucleophiles catalyzed by chiral phosphoric acid. The resulting adduct was easily converted to N-9-fluorenylmethyloxycarbonyl (Fmoc) amino phosphonic acid, which is useful for synthesizing peptides containing an amino phosphonic acid.
Chemistry- A European Journal
This is the peer reviewed version of the following article: T. Inokuma, T. Sakakibara, T. Someno, K. Masui, A. Shigenaga, A. Otaka, K.-i. Yamada, Chem. Eur. J. 2019, 25, 13829., which has been published in final form at https://doi.org/10.1002/chem.201903572. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
|DOI (Published Version)|
|URL ( Publisher's Version )|
chemej_25_60_13829.pdf 2.44 MB