Literature DB >> 20165797

A detailed investigation of the aza-Prins reaction.

Adrian P Dobbs1, Sebastien J J Guesné, Robert J Parker, John Skidmore, Richard A Stephenson, Mike B Hursthouse.   

Abstract

The development of a Lewis acid-promoted aza-Prins reaction to form piperidines and pyrrolidines is described. Indium trichloride has been found to be a highly successful and mild Lewis acid for promoting this reaction. A thorough mechanistic investigation is described, including the factors that influence the formation of the 5- or 6-membered ring product(s).

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Year:  2010        PMID： 20165797     DOI： 10.1039/b915797b

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  4 in total

1.  Aminomethylation of Aryl Halides using α-Silylamines Enabled by Ni/Photoredox Dual Catalysis.

Authors:  Camille Remeur; Christopher B Kelly; Niki R Patel; Gary A Molander
Journal:  ACS Catal       Date:  2017-08-16       Impact factor: 13.084

2.  A Novel Trisubstituted Tetrahydropyran as a Possible Pheromone Component for the South American Cerambycid Beetle Macropophora accentifer.

Authors:  Weliton D Silva; Yunfan Zou; Lawrence M Hanks; José Maurício S Bento; Jocelyn G Millar
Journal:  J Chem Ecol       Date:  2022-04-30       Impact factor: 2.793

3.  An aza-Prins cyclization approach to functionalized indolizidines from 2-allylpyrrolidines.

Authors:  Xiaoxi Liu; Michael P McCormack; Stephen P Waters
Journal:  Org Lett       Date:  2012-10-25       Impact factor: 6.005

4.  Catalytic [2 + 2 + 2] cycloaddition with indium(iii)-activated formaldimines: a practical and selective access to hexahydropyrimidines and 1,3-diamines from alkenes.

Authors:  Hui Zhou; Hetti Handi Chaminda Lakmal; Jonathan M Baine; Henry U Valle; Xue Xu; Xin Cui
Journal:  Chem Sci       Date:  2017-07-24       Impact factor: 9.825
  4 in total

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