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

Organic and Biomolecular Chemistry, ISSN: 1477-0520, Vol: 18, Issue: 8, Page: 1577-1581
2020
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Article Description

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.

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