Title

Direct access to vicinally functionalized and N-trifluoroacetylated (bicyclic)ketopiperazines using a readily affordable N-heterocyclic anhydride

Authors

Antonio Moreno, Central Washington University
Timothy K. Beng, Central Washington UniversityFollow

Document Type

Article

Department or Administrative Unit

Chemistry

Publication Date

2-5-2020

Abstract

Functionalized 2-piperazinones play essential roles as conformationally-constrained peptidomimetics by mimicking inverse γ-turns in peptides. Here, we describe an efficient, scalable, stereoselective, modular, and chemoselective annulation protocol between a novel N-trifluoroacetyl anhydride and several reactive partners, including lactim ethers, imidoyl chlorides, aryl aldimines, and 1,3-azadienes, leading to vicinally functionalized (bicyclic) 2-piperazinones.

Comments

This article was originally published in Organic & Biomolecular Chemistry. The full-text article from the publisher can be found here.

Due to copyright restrictions, this article is not available for free download from ScholarWorks @ CWU.

Recommended Citation

Moreno, A., & Beng, T. K. (2020). Direct access to vicinally functionalized and N-trifluoroacetylated (bicyclic)ketopiperazines using a readily affordable N-heterocyclic anhydride. Organic & Biomolecular Chemistry, 18(8), 1577–1581. https://doi.org/10.1039/d0ob00049c

Journal

Organic & Biomolecular Chemistry