Literature DB >> 15521748

Highly stereo- and regioselective ni-catalyzed homoallylation of aldimines with conjugated dienes promoted by diethylzinc.

Masanari Kimura1, Atsuko Miyachi, Keisuke Kojima, Shuji Tanaka, Yoshinao Tamaru.   

Abstract

Under the nickel catalysis, in one pot, diethylzinc serves as a reducing agent to connect the three components of 1,3-dienes, alkyl or aryl aldehydes, and anilines to furnish 3-substituted 3,5-syn-5-(arylamino)pent-1-enes 1, the homoallylation products of aldimines with dienes, in excellent yields and with high regio- and stereoselectivity.

Entities:  

Year:  2004        PMID: 15521748     DOI: 10.1021/ja0450354

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  5 in total

1.  Regio- and stereoselective cross-coupling of substituted olefins and imines. A convergent stereoselective synthesis of saturated 1,5-amino-alcohols and substituted piperidines.

Authors:  Masayuki Takahashi; Glenn C Micalizio
Journal:  J Am Chem Soc       Date:  2007-05-26       Impact factor: 15.419

2.  CuH-Catalyzed Enantioselective Ketone Allylation with 1,3-Dienes: Scope, Mechanism, and Applications.

Authors:  Chengxi Li; Richard Y Liu; Luke T Jesikiewicz; Yang Yang; Peng Liu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2019-03-12       Impact factor: 15.419

3.  The regio- and stereochemical course of reductive cross-coupling reactions between 1,3-disubstituted allenes and vinylsilanes: Synthesis of (Z)-dienes.

Authors:  Allan U Barlan; Glenn C Micalizio
Journal:  Tetrahedron       Date:  2010-06-26       Impact factor: 2.457

Review 4.  Intermolecular Metal-Catalyzed Reductive Coupling of Dienes, Allenes, and Enynes with Carbonyl Compounds and Imines.

Authors:  Michael Holmes; Leyah A Schwartz; Michael J Krische
Journal:  Chem Rev       Date:  2018-06-13       Impact factor: 60.622

5.  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

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.