Literature DB >> 19140723

Catalytic enantioselective arylation of N-tosylarylimines with arylboronic acids using C2-symmetric cationic N-heterocyclic carbene Pd(2+) diaquo complexes.

Guang-Ning Ma1, Tao Zhang, Min Shi.   

Abstract

The asymmetric arylation of N-tosylimines with arylboronic acids was realized by using chiral cationic C(2)-symmetric N-heterocyclic carbene (NHC) Pd(2+) diaquo complex 5b as the catalyst in combination with 1.0 equiv of K(3)PO(4) x 3 H(2)O in THF at 4 degrees C in the presence of powdered 4 A MS to afford the corresponding adducts in excellent yields (up to 99%) and good to high enantioselectivities (up to 94% ee).

Entities:  

Year:  2009        PMID: 19140723     DOI: 10.1021/ol802861s

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


  3 in total

1.  Synthesis of chiral mono(N-heterocyclic carbene) palladium and gold complexes with a 1,1'-biphenyl scaffold and their applications in catalysis.

Authors:  Lian-Jun Liu; Feijun Wang; Wenfeng Wang; Mei-Xin Zhao; Min Shi
Journal:  Beilstein J Org Chem       Date:  2011-05-04       Impact factor: 2.883

2.  Ni(II)-catalyzed asymmetric alkenylations of ketimines.

Authors:  Mao Quan; Xiaoxiao Wang; Liang Wu; Ilya D Gridnev; Guoqiang Yang; Wanbin Zhang
Journal:  Nat Commun       Date:  2018-06-08       Impact factor: 14.919

3.  Enantioselective synthesis of α-amino ketones through palladium-catalyzed asymmetric arylation of α-keto imines.

Authors:  Wei Wen; Zhao-Pin Ai; Chang-Lin Yang; Chao-Xing Li; Zhu-Lian Wu; Tian Cai; Qi-Xiang Guo
Journal:  Chem Sci       Date:  2022-03-07       Impact factor: 9.825

  3 in total

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