Literature DB >> 33705148

Synthesis of γ-Lactams by Formal Cycloadditions with Ketenes.

Audrey Viceriat1, Isabelle Marchand1, Sébastien Carret1, Jean-François Poisson1.   

Abstract

The synthesis of γ-lactams is reported by a formal (3+2) cycloaddition between readily available ketenes and aziridines or a one-pot formal (2+1+2) cycloaddition using imines as aziridine precursors. The method is practical, is scalable, and affords high yields. It also offers a high level of regio- and diastereoselectivity on a wide range of substrates as well as a high stereoselectivity in the case of enantiopure aziridines.

Entities:  

Year:  2021        PMID: 33705148     DOI: 10.1021/acs.orglett.1c00335

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

1.  1,4-Aryl migration in ketene-derived enolates by a polar-radical-crossover cascade.

Authors:  Niklas Radhoff; Armido Studer
Journal:  Nat Commun       Date:  2022-06-02       Impact factor: 17.694

  1 in total

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