Literature DB >> 17343391

Enantioselective synthesis of C2 -symmetric spirobipyridine ligands through cationic Rh(I)/modified-BINAP- catalyzed double [2 + 2 + 2] cycloaddition.

Azusa Wada1, Keiichi Noguchi, Masao Hirano, Ken Tanaka.   

Abstract

[structure: see text]. Enantioenriched C2-symmetric spirobipyridine ligands were efficiently synthesized through a cationic rhodium(I)/(R)-Segphos or (R)-H8-BINAP complex-catalyzed enantioselective intramolecular double [2 + 2 + 2] cycloaddition of bis-diynenitriles.

Entities:  

Year:  2007        PMID: 17343391     DOI: 10.1021/ol070129e

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


  5 in total

1.  A serendipitous discovery: nickel catalyst for the cycloaddition of diynes with unactivated nitriles.

Authors:  Puneet Kumar; Simon Prescher; Janis Louie
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-20       Impact factor: 15.336

Review 2.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

3.  Why nature eschews the concerted [2 + 2 + 2] cycloaddition of a nonconjugated cyanodiyne. Computational study of a pyridine synthesis involving an ene-Diels-Alder-bimolecular hydrogen-transfer mechanism.

Authors:  Yu Lan; Rick L Danheiser; K N Houk
Journal:  J Org Chem       Date:  2012-01-25       Impact factor: 4.354

4.  Iron-catalyzed cycloaddition of alkynenitriles and alkynes.

Authors:  Brendan R D'Souza; Timothy K Lane; Janis Louie
Journal:  Org Lett       Date:  2011-05-10       Impact factor: 6.005

5.  The discovery of [Ni(NHC)RCN]2 species and their role as cycloaddition catalysts for the formation of pyridines.

Authors:  Ryan M Stolley; Hung A Duong; David R Thomas; Janis Louie
Journal:  J Am Chem Soc       Date:  2012-09-04       Impact factor: 15.419

  5 in total

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