Literature DB >> 25906191

Copper(I)-Catalyzed Asymmetric Pinacolboryl Addition of N-Boc-imines Using a Chiral Sulfoxide-Phosphine Ligand.

Ding Wang1,2, Peng Cao1,2, Bing Wang1,2, Tao Jia1,2, Yazhou Lou1,2, Min Wang1,2, Jian Liao1,2.   

Abstract

Highly efficient and enantioselective copper(I)-catalyzed pinacolboryl addition of N-Boc-imines is reported. By using a single chiral sulfoxide-(dialkyl)phosphine (SOP) ligand, both enantiomeric isomers of α-amino boronic esters were obtained through an achiral counteranion switch.

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Year:  2015        PMID： 25906191     DOI： 10.1021/acs.orglett.5b00934

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


  8 in total

1.  Enantioselective γ-borylation of unsaturated amides and stereoretentive Suzuki-Miyaura cross-coupling.

Authors:  Gia L Hoang; James M Takacs
Journal:  Chem Sci       Date:  2017-05-03       Impact factor: 9.825

Review 2.  Beyond Carbon: Enantioselective and Enantiospecific Reactions with Catalytically Generated Boryl- and Silylcopper Intermediates.

Authors:  Weichao Xue; Martin Oestreich
Journal:  ACS Cent Sci       Date:  2020-07-09       Impact factor: 14.553

3.  Cascade CuH-Catalysed Conversion of Alkynes to Enantioenriched 1,1-Disubstituted Products.

Authors:  De-Wei Gao; Yang Gao; Huiling Shao; Tian-Zhang Qiao; Xin Wang; Brittany B Sanchez; Jason S Chen; Peng Liu; Keary M Engle
Journal:  Nat Catal       Date:  2019-12-02

4.  Copper-Catalyzed Borylation of Acyl Chlorides with an Alkoxy Diboron Reagent: A Facile Route to Acylboron Compounds.

Authors:  Xiaolei Zhang; Alexandra Friedrich; Todd B Marder
Journal:  Chemistry       Date:  2022-06-13       Impact factor: 5.020

5.  Catalytic asymmetric hydrogenation of (Z)-α-dehydroamido boronate esters: direct route to alkyl-substituted α-amidoboronic esters.

Authors:  Yazhou Lou; Jun Wang; Gelin Gong; Fanfu Guan; Jiaxiang Lu; Jialin Wen; Xumu Zhang
Journal:  Chem Sci       Date:  2019-11-25       Impact factor: 9.825

6.  Synthesis of cyclic chiral α-amino boronates by copper-catalyzed asymmetric dearomative borylation of indoles.

Authors:  Lili Chen; Jun-Jian Shen; Qian Gao; Senmiao Xu
Journal:  Chem Sci       Date:  2018-06-12       Impact factor: 9.825

7.  Facile synthesis of α-aminoboronic acids from amines and potassium acyltrifluoroborates (KATs) via trifluoroborate-iminiums (TIMs).

Authors:  Tomoya Shiro; Anne Schuhmacher; Moritz K Jackl; Jeffrey W Bode
Journal:  Chem Sci       Date:  2018-05-16       Impact factor: 9.825

Review 8.  Copper-Catalyzed Borylative Couplings with C-N Electrophiles.

Authors:  Fabien J T Talbot; Quentin Dherbassy; Srimanta Manna; Chunling Shi; Shibo Zhang; Gareth P Howell; Gregory J P Perry; David J Procter
Journal:  Angew Chem Int Ed Engl       Date:  2020-07-28       Impact factor: 15.336
  8 in total

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