Exploiting structural and conformational effects for a site-selective lithiation of azetidines

Author:

Parisi Giovanna1,Zenzola Marina1,Capitanelli Emanuela1,Carlucci Claudia1,Romanazzi Giuseppe23,Pisano Luisa4,Degennaro Leonardo1,Luisi Renzo1

Affiliation:

1. 1Department of Pharmacy – Drug Sciences, University of Bari “A. Moro” Via E. Orabona 4, 70125 – Italy

2. 2DICATECh, Politecnico di Bari, Via E. Orabona 4, 70125 – Italy

3. 3CNR NANOTEC−Istituto di Nanotecnologia, Polo di Nanotecnologia c/o Campus Ecotekne, via Monteroni, 73100 Lecce, Italy

4. 4Department of Chemistry and Pharmacy, University of Sassari, Via Vienna 2, 07100 – Italy

Abstract

AbstractInterest in molecular structures bearing four-membered heterocycles (FMHs) is growing due to the possibility to explore new regions of the chemical space and get new lead molecules. Our interest in the development of divergent synthesis of functionalized FMHs, prompted us to disclose factors affecting the reactivity of nitrogen-bearing FMHs towards metalating agents. Our investigations demonstrated that structural factors and conformational preferences need to be considered in planning a site-selective functionalization of azetidines. It will be showed how such factors could have pivotal importance in the reactivity of FMHs.

Publisher

Walter de Gruyter GmbH

Subject

General Chemical Engineering,General Chemistry

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