Literature DB >> 22482994

Highly efficient synthesis of a class of novel chiral-bridged atropisomeric monophosphine ligands via simple desymmetrization and their applications in asymmetric Suzuki-Miyaura coupling reaction.

Shouliang Wang1, Jinjin Li, Tingting Miao, Wenhao Wu, Qing Li, Yue Zhuang, Zhongyuan Zhou, Liqin Qiu.   

Abstract

A series of novel chiral-bridged atropisomeric monophosphine ligands were synthesized via convenient and simple pathways. The prepared ligands, especially for ligand 7d, were found to be highly effective in the Pd-catalyzed Suzuki-Miyaura coupling reaction. The steric hindrance and electronic effect of substrates on the reactivity and enantioselectivity were explored preliminarily.
© 2012 American Chemical Society

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Year:  2012        PMID: 22482994     DOI: 10.1021/ol300721p

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


  6 in total

Review 1.  Enantioselective and Enantiospecific Transition-Metal-Catalyzed Cross-Coupling Reactions of Organometallic Reagents To Construct C-C Bonds.

Authors:  Alan H Cherney; Nathaniel T Kadunce; Sarah E Reisman
Journal:  Chem Rev       Date:  2015-08-13       Impact factor: 60.622

2.  Development of Chiral Bis-hydrazone Ligands for the Enantioselective Cross-Coupling Reactions of Aryldimethylsilanolates.

Authors:  Scott E Denmark; Wen-Tau T Chang; K N Houk; Peng Liu
Journal:  J Org Chem       Date:  2014-12-10       Impact factor: 4.354

3.  Computationally Assisted Mechanistic Investigation and Development of Pd-Catalyzed Asymmetric Suzuki-Miyaura and Negishi Cross-Coupling Reactions for Tetra-ortho-Substituted Biaryl Synthesis.

Authors:  Nitinchandra Dahyabhai Patel; Joshua D Sieber; Sergei Tcyrulnikov; Bryan J Simmons; Daniel Rivalti; Krishnaja Duvvuri; Yongda Zhang; Donghong A Gao; Keith R Fandrick; Nizar Haddad; Kendricks So Lao; Hari Prasad Reddy Mangunuru; Soumik Biswas; Bo Qu; Nelu Grinberg; Scott Pennino; Heewon Lee; Jinhua J Song; B Frank Gupton; Neil K Garg; Marisa C Kozlowski; Chris H Senanayake
Journal:  ACS Catal       Date:  2018-09-20       Impact factor: 13.084

4.  Pd-catalyzed asymmetric Suzuki-Miyaura coupling reactions for the synthesis of chiral biaryl compounds with a large steric substituent at the 2-position.

Authors:  Yongsu Li; Bendu Pan; Xuefeng He; Wang Xia; Yaqi Zhang; Hao Liang; Chitreddy V Subba Reddy; Rihui Cao; Liqin Qiu
Journal:  Beilstein J Org Chem       Date:  2020-05-11       Impact factor: 2.883

5.  An Enantioselective Suzuki-Miyaura Coupling To Form Axially Chiral Biphenols.

Authors:  Robert Pearce-Higgins; Larissa N Hogenhout; Philip J Docherty; David M Whalley; Padon Chuentragool; Najung Lee; Nelson Y S Lam; Thomas M McGuire; Damien Valette; Robert J Phipps
Journal:  J Am Chem Soc       Date:  2022-08-15       Impact factor: 16.383

6.  P(O)R2-directed Pd-catalyzed C-H functionalization of biaryl derivatives to synthesize chiral phosphorous ligands.

Authors:  Rong-Bin Hu; Hong-Li Wang; Hong-Yu Zhang; Heng Zhang; Yan-Na Ma; Shang-Dong Yang
Journal:  Beilstein J Org Chem       Date:  2014-09-02       Impact factor: 2.883

  6 in total

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