Literature DB >> 16175303

Nickel-catalyzed four-component connection of oraganoaluminium (organozinc), isoprene, aldehydes and amines: stereo- and regioselective synthesis of trisubstituted (E)-homoallylamines.

Keisuke Kojima1, Masanari Kimura, Yoshinao Tamaru.   

Abstract

Ni(acac)2 catalyzes the four-component connection reaction of trimethylaluminium (or diphenylzinc), isoprene, aromatic aldehydes and p-anisidine in this order and provides (E)-1-aryl-1-(p-methoxyphenyl)amino-3-methyl-3-hexenes (or (E)-1-aryl-1-(p-methoxyphenyl)amino-3-methyl-5-phenyl-3-pentenes) selectively in good yield.

Entities:  

Year:  2005        PMID: 16175303     DOI: 10.1039/b507229h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Preparation of stereodefined homoallylic amines from the reductive cross-coupling of allylic alcohols with imines.

Authors:  Ming Z Chen; Martin McLaughlin; Masayuki Takahashi; Michael A Tarselli; Dexi Yang; Shuhei Umemura; Glenn C Micalizio
Journal:  J Org Chem       Date:  2010-11-11       Impact factor: 4.354

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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