Literature DB >> 22397369

Scalable synthesis of highly reactive 1,3-diamino dienes from vinamidinium salts and their use in Diels-Alder reactions.

Sida Zhou1, Eduardo Sánchez-Larios, Michel Gravel.   

Abstract

A practical and chromatography-free synthesis of vinamidinium salts and their use as diene precursors in Diels-Alder reactions is reported. Additionally, 1,3-dipyrrolidino-1,3-butadiene was shown to be significantly more reactive than Rawal's diene in a competition experiment.

Entities:  

Year:  2012        PMID： 22397369     DOI： 10.1021/jo202655h

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  Visible light mediated metal-free thiol-yne click reaction.

Authors:  Sergey S Zalesskiy; Nikita S Shlapakov; Valentine P Ananikov
Journal:  Chem Sci       Date:  2016-07-12       Impact factor: 9.825

2.  One-step preparation of novel 1-(N-indolyl)-1,3-butadienes by base-catalysed isomerization of alkynes as an access to 5-(N-indolyl)-naphthoquinones.

Authors:  C M Pis Diez; J F Fernandez; G Di Venosa; A Casas; R Pis Diez; J A Palermo
Journal:  RSC Adv       Date:  2018-10-23       Impact factor: 3.361

3.  Diels-Alder Reactions of 1-Alkoxy-1-amino-1,3-butadienes: Direct Synthesis of 6-Substituted and 6,6-Disubstituted 2-Cyclohexenones and 6-Substituted 5,6-Dihydropyran-2-ones.

Authors:  Pavel K Elkin; Nathaniel D Durfee; Viresh H Rawal
Journal:  Org Lett       Date:  2021-06-01       Impact factor: 6.072
  3 in total

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