Literature DB >> 23496213

Ruthenium(II)-catalyzed regioselective reductive coupling of α-imino esters with dienes.

Shujie Zhu1, Xiaoxia Lu, Yueting Luo, Wei Zhang, Huanfeng Jiang, Ming Yan, Wei Zeng.   

Abstract

A method for the highly regioselective reductive coupling reaction of N-aryl-α-imino esters with dienes is described. The method utilizes the RuHCl(CO)(PPh3)3/iPrOH catalytic system under an Ar atmosphere and provides α-branched allylic α-amino acid derivatives. Application of this transformation to the concise synthesis of a natural plant growth regulator is demonstrated.

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Year:  2013        PMID： 23496213     DOI： 10.1021/ol4006079

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


  4 in total

Review 1.  Ruthenium-Catalyzed Transfer Hydrogenation for C-C Bond Formation: Hydrohydroxyalkylation and Hydroaminoalkylation via Reactant Redox Pairs.

Authors:  Felix Perez; Susumu Oda; Laina M Geary; Michael J Krische
Journal:  Top Curr Chem (Cham)       Date:  2016-05-30

2.  Enantioselective Synthesis of anti-1,2-Diamines by Cu-Catalyzed Reductive Couplings of Azadienes with Aldimines and Ketimines.

Authors:  Xinxin Shao; Kangnan Li; Steven J Malcolmson
Journal:  J Am Chem Soc       Date:  2018-05-30       Impact factor: 15.419

Review 3.  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

4.  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
  4 in total

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