Literature DB >> 25758913

Copper-catalyzed asymmetric allylation of chiral N-tert-butanesulfinyl imines: dual stereocontrol with nearly perfect diastereoselectivity.

Yi-Shuang Zhao1, Qiang Liu, Ping Tian, Jing-Chao Tao, Guo-Qiang Lin.   

Abstract

Copper-catalyzed asymmetric allylation of chiral N-tert-butanesulfinyl imines has been described. Dual stereocontrol, through the combination of a chiral auxiliary and a chiral copper complex, has played an important role in achieving the nearly perfect diastereoselectivities (all dr > 99 : 1), especially for ketimine substrates.

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Year:  2015        PMID: 25758913     DOI: 10.1039/c5ob00322a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Catalytic diastereo- and enantioselective additions of versatile allyl groups to N-H ketimines.

Authors:  Hwanjong Jang; Filippo Romiti; Sebastian Torker; Amir H Hoveyda
Journal:  Nat Chem       Date:  2017-07-17       Impact factor: 24.427

2.  Enantioselective, Catalytic Multicomponent Synthesis of Homoallylic Amines Enabled by Hydrogen-Bonding and Dispersive Interactions.

Authors:  Elisabetta Ronchi; Shauna M Paradine; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2021-05-05       Impact factor: 15.419

3.  Enantioselective Generation of Adjacent Stereocenters in a Copper-Catalyzed Three-Component Coupling of Imines, Allenes, and Diboranes.

Authors:  Kay Yeung; Rebecca E Ruscoe; James Rae; Alexander P Pulis; David J Procter
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-19       Impact factor: 15.336

4.  Copper-Catalyzed Borylative Cross-Coupling of Allenes and Imines: Selective Three-Component Assembly of Branched Homoallyl Amines.

Authors:  James Rae; Kay Yeung; Joseph J W McDouall; David J Procter
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-03       Impact factor: 15.336

  4 in total

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