Literature DB >> 12444660

Catalytic asymmetric synthesis of optically active atropisomeric anilides through enantioselective N-allylation with chiral Pd-tol-BINAP catalyst.

Osamu Kitagawa1, Mitsuteru Kohriyama, Takeo Taguchi.   

Abstract

Catalytic asymmetric N-allylation reaction of ortho-tert-butylanilide derivatives with diallyl carbonate proceeds in the presence of tol-BINAP-Pd catalyst to give chiral N-allyl ortho-tert-butylanilides of 32-44%ee in excellent chemical yields (> or = 90%).

Entities:  

Year:  2002        PMID： 12444660     DOI： 10.1021/jo0264271

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  7 in total

1.  A Rhodium(I)-Xylyl-BINAP Catalyzed Asymmetric Ynamide-[2 + 2 + 2] Cycloaddition in the Synthesis of Optically Enriched N,O-Biaryls.

Authors:  Jossian Oppenheimer; Whitney L Johnson; Ruth Figueroa; Ryuji Hayashi; Richard P Hsung
Journal:  Tetrahedron       Date:  2009-06-27       Impact factor: 2.457

2.  Highly atroposelective synthesis of nonbiaryl naphthalene-1,2-diamine N-C atropisomers through direct enantioselective C-H amination.

Authors:  He-Yuan Bai; Fu-Xin Tan; Tuan-Qing Liu; Guo-Dong Zhu; Jin-Miao Tian; Tong-Mei Ding; Zhi-Min Chen; Shu-Yu Zhang
Journal:  Nat Commun       Date:  2019-07-11       Impact factor: 14.919

3.  Atropoenantioselective palladaelectro-catalyzed anilide C-H olefinations viable with natural sunlight as sustainable power source.

Authors:  Johanna Frey; Xiaoyan Hou; Lutz Ackermann
Journal:  Chem Sci       Date:  2022-02-10       Impact factor: 9.825

Review 4.  Asymmetric Synthesis of Axially Chiral C-N Atropisomers.

Authors:  Patricia Rodríguez-Salamanca; Rosario Fernández; Valentín Hornillos; José M Lassaletta
Journal:  Chemistry       Date:  2022-03-25       Impact factor: 5.020

Review 5.  Construction of Non-Biaryl Atropisomeric Amide Scaffolds Bearing a C-N Axis via Enantioselective Catalysis.

Authors:  Xiao Xiao; Biao Chen; Yi-Ping Yao; Hai-Jie Zhou; Xu Wang; Neng-Zhong Wang; Fen-Er Chen
Journal:  Molecules       Date:  2022-10-04       Impact factor: 4.927

6.  Atroposelective synthesis of N-aryl peptoid atropisomers via a palladium(ii)-catalyzed asymmetric C-H alkynylation strategy.

Authors:  Yong-Jie Wu; Pei-Pei Xie; Gang Zhou; Qi-Jun Yao; Xin Hong; Bing-Feng Shi
Journal:  Chem Sci       Date:  2021-06-09       Impact factor: 9.825

7.  Asymmetric synthesis of N-N axially chiral compounds via organocatalytic atroposelective N-acylation.

Authors:  Wei Lin; Qun Zhao; Yao Li; Ming Pan; Chen Yang; Guo-Hui Yang; Xin Li
Journal:  Chem Sci       Date:  2021-11-24       Impact factor: 9.825
  7 in total

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