Literature DB >> 34985053

Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3 + 2] photocycloaddition.

Leonardo Mollari1, Miguel A Valle-Amores1, Ana M Martínez-Gualda1, Leyre Marzo1, Alberto Fraile1,2, José Aleman1,2.   

Abstract

Herein, a visible-light mediated strategy unlocking a family of cyclic β-amino carbonyl derivatives bearing three contiguous stereogenic centres is introduced. The overall reactivity relies on the performance of the substrate-catalyst complex to assist both the enantiocontrol and the photoredox tasks. This transformation led to an enantioselective [3 + 2] photocycloaddition between coordinated α,β-unsaturated acyl imidazoles and cyclopropylamine derivatives.

Entities:  

Year:  2022        PMID: 34985053     DOI: 10.1039/d1cc05867c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

1.  Stereocontrolled Pericyclic and Radical Cycloaddition Reactions of Readily Accessible Chiral Alkenyl Diazaborolidines.

Authors:  Mingkai Zhang; Peilin Xu; Alex J Vendola; Christophe Allais; Anne-Marie Dechert Schmitt; Robert A Singer; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-08       Impact factor: 16.823

2.  Asymmetric [3 + 2] photocycloadditions of cyclopropylamines with electron-rich and electron-neutral olefins.

Authors:  Yating Dai; Shuangshuang Liang; Guangkuo Zeng; Hongchun Huang; Xiaowei Zhao; Shanshan Cao; Zhiyong Jiang
Journal:  Chem Sci       Date:  2022-03-03       Impact factor: 9.825

  2 in total

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