Literature DB >> 16928047

New methodology toward chiral, non-racemic 2,5-cis-substituted piperidines via Suzuki cross-coupling.

Alexandre Larivée1, André B Charette.   

Abstract

1,2,3,4-Tetrahydropyridines were halogenated upon treatment with iodine to obtain the desired cross-coupling precursors. Diastereoselective hydrogenation of Suzuki cross-coupling adducts allowed the facile asymmetric synthesis of 2,5-cis-substituted piperidines in five steps from readily available pyridine.

Entities:  

Year:  2006        PMID： 16928047     DOI： 10.1021/ol061415d

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


  3 in total

1.  Activation of sp3 C-H bonds with cobalt(I): catalytic synthesis of enamines.

Authors:  Andrew D Bolig; Maurice Brookhart
Journal:  J Am Chem Soc       Date:  2007-11-07       Impact factor: 15.419

2.  Synthesis of hindered biphenyls by sequential non-transition metal-catalyzed reaction/palladium-catalyzed cross-couplings.

Authors:  Ping He; Cheng-Guo Dong; Qiao-Sheng Hu
Journal:  Tetrahedron Lett       Date:  2008-03-17       Impact factor: 2.415

3.  Pentannulation of N-heterocycles by a tandem gold-catalyzed [3,3]-rearrangement/Nazarov reaction of propargyl ester derivatives: a computational study on the crucial role of the nitrogen atom.

Authors:  Giovanna Zanella; Martina Petrović; Dina Scarpi; Ernesto G Occhiato; Enrique Gómez-Bengoa
Journal:  Beilstein J Org Chem       Date:  2020-12-15       Impact factor: 2.883
  3 in total

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