Literature DB >> 16321024

Ligand-induced acceleration of the intramolecular [3 + 2] cycloaddition between alkynes and alkylidenecyclopropanes.

Juan Durán1, Moisés Gulías, Luis Castedo, José L Mascareñas.   

Abstract

[chemical reaction: see text]. Bulky phosphite L6 and several sterically robust phosphoramidites are excellent ligands for promoting the Pd-catalyzed [3 + 2] intramolecular cycloaddition between alkylidenecyclopropanes and alkynes. The use of these ligands allows for low catalyst loadings and facilitates the otherwise sluggish cycloaddition of hept-6-ynylidenecyclopropane systems.

Entities:  

Year:  2005        PMID: 16321024     DOI: 10.1021/ol0524095

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


  2 in total

1.  Stereospecific synthesis of alkylidenecyclopropanes via sequential cyclopropene carbomagnesation/1,3-carbon shift.

Authors:  Xiaocong Xie; Zhe Yang; Joseph M Fox
Journal:  J Org Chem       Date:  2010-06-04       Impact factor: 4.354

2.  Nickel-catalyzed intramolecular [3 + 2 + 2] cycloadditions of alkylidenecyclopropanes. A straightforward entry to fused 6,7,5-tricyclic systems.

Authors:  Lucía Saya; Israel Fernández; Fernando López; José L Mascareñas
Journal:  Org Lett       Date:  2014-09-18       Impact factor: 6.005

  2 in total

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