Literature DB >> 16235939

Solid-phase, multicomponent reactions of methyleneaziridines: synthesis of 1,3-disubstituted propanones.

Jean-François Margathe1, Michael Shipman, Stephen C Smith.   

Abstract

[reaction: see text] Polymer-supported methyleneaziridines undergo ring opening by Grignard reagents under copper catalysis to yield metalloenamines which are alkylated in situ to yield ketimines. Filtration and washing of these Merrifield resin-bound intermediates prior to hydrolysis provides the corresponding 1,3-disubstituted propanones in a high state of purity without recourse to column chromatography.

Entities:  

Year:  2005        PMID: 16235939     DOI: 10.1021/ol051953a

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


  2 in total

Review 1.  Synthesis and applications of methyleneaziridines.

Authors:  Bin Pan; Feng Li; Yingying Zhao
Journal:  RSC Adv       Date:  2020-10-27       Impact factor: 4.036

2.  Bromine radical as a visible-light-mediated polarity-reversal catalyst.

Authors:  Han Wang; Haiwang Liu; Mu Wang; Meirong Huang; Xiangcheng Shi; Tonglin Wang; Xu Cong; Jianming Yan; Jie Wu
Journal:  iScience       Date:  2021-06-05
  2 in total

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