Literature DB >> 17439222

Alkyne as a spectator ligand for the nickel-catalyzed multicomponent connection reaction of diphenylzinc, 1,3-butadiene, aldehydes, and amines.

Masanari Kimura1, Yasushi Tatsuyama, Keisuke Kojima, Yoshinao Tamaru.   

Abstract

Under nickel catalysis, in the presence of 3-hexyne, the aldimines of aromatic amines react with Ph2Zn and one molecule of butadiene to provide 1 exclusively, while the aldimines of aliphatic amines react with Ph2Zn and two molecules of butadiene to provide 2 exclusively, where 3-hexyne serves as a spectator ligand controlling the selective formation of 1 and 2.

Entities:  

Year:  2007        PMID: 17439222     DOI: 10.1021/ol0703480

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


  3 in total

1.  Catalytic Enantioselective Conjugate Additions of (pin)B-Substituted Allylcopper Compounds Generated in situ from Butadiene or Isoprene.

Authors:  Xiben Li; Fanke Meng; Sebastian Torker; Ying Shi; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2016-07-20       Impact factor: 15.336

2.  Nickel-catalyzed coupling reaction of alkyl halides with aryl Grignard reagents in the presence of 1,3-butadiene: mechanistic studies of four-component coupling and competing cross-coupling reactions.

Authors:  Takanori Iwasaki; Asuka Fukuoka; Wataru Yokoyama; Xin Min; Ichiro Hisaki; Tao Yang; Masahiro Ehara; Hitoshi Kuniyasu; Nobuaki Kambe
Journal:  Chem Sci       Date:  2018-01-05       Impact factor: 9.825

3.  Diene hydroaminomethylation via ruthenium-catalyzed C-C bond forming transfer hydrogenation: beyond carbonylation.

Authors:  Susumu Oda; Jana Franke; Michael J Krische
Journal:  Chem Sci       Date:  2015-11-17       Impact factor: 9.825

  3 in total

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