Literature DB >> 18314998

An efficient method to convert lactams and amides into 2,2-dialkylated amines.

Alessandro Agosti1, Sebastian Britto, Philippe Renaud.   

Abstract

A practical method for the synthesis of gem-2,2-disubstituted tertiary amines from the corresponding lactams (or amides) is reported. It is based on the reaction of thioiminium ions, easily prepared from lactams and amides with organometallic reagents such allylmagnesium, benzylmagnesium, and primary alkylcerium reagents.

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Year:  2008        PMID: 18314998     DOI: 10.1021/ol800145h

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


  3 in total

1.  Synthesis and Antileukemia Activity Evaluation of Benzophenanthridine Alkaloid Derivatives.

Authors:  Yaling Tang; Xinglian Xu; Jiang Li; Lulu Deng; Shuzhen Mu
Journal:  Molecules       Date:  2022-06-19       Impact factor: 4.927

2.  A general carbonyl alkylative amination for tertiary amine synthesis.

Authors:  Nils J Flodén; William G Whitehurst; Roopender Kumar; Matthew J Gaunt
Journal:  Nature       Date:  2020-04-08       Impact factor: 49.962

3.  Iterative addition of carbon nucleophiles to N,N-dialkyl carboxamides for synthesis of α-tertiary amines.

Authors:  Jiahua Chen; Jun Wei Lim; Derek Yiren Ong; Shunsuke Chiba
Journal:  Chem Sci       Date:  2021-11-26       Impact factor: 9.825

  3 in total

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