Literature DB >> 25230201

Origins of diastereoselectivity in Lewis acid promoted ketene-alkene [2 + 2] cycloadditions.

Christopher M Rasik1, Young J Hong, Dean J Tantillo, M Kevin Brown.   

Abstract

A detailed analysis of a Lewis acid promoted ketene-alkene [2 + 2] cycloaddition is reported. The studies have led to a rationalization for an observed inversion of diastereoselectivity between thermally induced and Lewis acid promoted ketene-alkene [2 + 2] cycloadditions. The model is supported with both experimental and computational results.

Entities:  

Year:  2014        PMID： 25230201     DOI： 10.1021/ol5025184

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


  2 in total

1.  An unexpected Lewis acid catalyzed Diels-Alder cycloaddition of aryl allenes and acrylates.

Authors:  Michael L Conner; M Kevin Brown
Journal:  Tetrahedron       Date:  2016-02-18       Impact factor: 2.457

2.  Lewis acid-promoted [2 + 2] cycloadditions of alkenes with aryl ketenes.

Authors:  E M Rigsbee; C Zhou; C M Rasik; A Z Spitz; A J Nichols; M K Brown
Journal:  Org Biomol Chem       Date:  2015-09-30       Impact factor: 3.876
  2 in total

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