Literature DB >> 12816435

Cyclocarbopalladation: 5-exo-dig cyclization versus direct Stille cross-coupling reaction. The influence of the alpha,beta-propargylic substitution.

Bahaâ Salem1, Estelle Delort, Philippe Klotz, Jean Suffert.   

Abstract

Several bicyclic compounds bearing a 1,2-cyclopentanediol have been prepared from various anti- or syn-gamma-bromopropargylic diols and cis-dioxolanes under palladium(0) catalysis. The reaction proceeds through a 5-exo-dig cyclocarbopalladation. When the corresponding trans-dioxolanes are used, the only products isolated are obtained from a direct Stille cross-coupling reaction. [reaction: see text]

Entities:  

Year:  2003        PMID： 12816435     DOI： 10.1021/ol034647a

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


  4 in total

1.  Design and development of FGF-23 antagonists: Definition of the pharmacophore and initial structure-activity relationships probed by synthetic analogues.

Authors:  Ryan P Downs; Zhousheng Xiao; Munachi O Ikedionwu; Jacob W Cleveland; Ai Lin Chin; Abigail E Cafferty; L Darryl Quarles; Jesse D Carrick
Journal:  Bioorg Med Chem       Date:  2020-11-18       Impact factor: 3.641

2.  Cycloaromatization protocol for synthesis of polysubstituted phenol derivatives: method development and mechanistic studies.

Authors:  William T Spencer; Alison J Frontier
Journal:  J Org Chem       Date:  2012-08-14       Impact factor: 4.354

3.  Ynamide carbopalladation: a flexible route to mono-, bi- and tricyclic azacycles.

Authors:  Craig D Campbell; Rebecca L Greenaway; Oliver T Holton; P Ross Walker; Helen A Chapman; C Adam Russell; Greg Carr; Amber L Thomson; Edward A Anderson
Journal:  Chemistry       Date:  2015-07-16       Impact factor: 5.236

4.  Synthesis of Benzofused O- and N-Heterocycles through Cascade Carbopalladation/Cross-Alkylation of Alkynes Involving the C-C Cleavage of Cyclobutanols.

Authors:  Marta Pérez-Gómez; Piedad Herrera-Ramírez; Delia Bautista; Isabel Saura-Llamas; José-Antonio García-López
Journal:  Organometallics       Date:  2022-03-03       Impact factor: 3.876
  4 in total

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