Work

N-Acyliminium Ion Chemistry: Improving the Access to Unsaturated γ-Lactams and Their N-α-Methoxylated Derivatives: Application to an Expeditive Synthesis of (±)-Crispine A

Year: 2020

Type: article

Abstract: An improved synthesis of unsaturated γ-lactams by condensation of various primary amines with 2,5-dimethoxy-2,5-dihydrofuran is described. A modified mechanism for this reaction is suggested. Synthesis of their N-α-methoxylated derivatives, as N-acyliminium ion precursors, is also reported. Finally, a short synthesis of (±)-crispine A is presented as an illustrative application.

Source: Synthesis

DOI: 10.1055/s-0040-1707886

Authors: Joëlle Pérard-Viret, Florence Souquet, Wassila Drici, Sandra Abi Fayssal, Imane Lazouni, Sébastien Thueillon

Institutions: Université Paris Cité, Cibles Thérapeutiques et conception de médicaments, University of Abou Bekr Belkaïd

Language: English

Topic: Advanced Synthetic Organic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

OpenAlex ID: W3037568566

FWCI: 0.186

Cites: 10

Cited by: 2

Related to: 10