Literature DB >> 30204423

Phosphine-Catalyzed Asymmetric Organic Reactions.

Huanzhen Ni1, Wai-Lun Chan1, Yixin Lu1.   

Abstract

Asymmetric phosphine catalysis showcasing remarkable progress over the past two decades has emerged as a key synthetic platform for the creation of molecular frameworks encountered in medicinal chemistry and materials science. Different types of novel chiral phosphine catalysts have been developed and employed in cornucopias of organic transformations, such as annulation, addition, Morita-Baylis-Hillman, and Rauhut-Currier reactions, among others. This review summarizes all of the literature examples from late 1990s to the end of 2017, alongside their mechanistic insights whenever possible, with a very aim to trigger more intensive research in the future to render asymmetric phosphine catalysis one of the most common and reliable tools to organic chemists.

Entities:  

Year:  2018        PMID: 30204423     DOI: 10.1021/acs.chemrev.8b00261

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  24 in total

Review 1.  Chiral Graphene Hybrid Materials: Structures, Properties, and Chiral Applications.

Authors:  Biao Zhao; Shenghua Yang; Jianping Deng; Kai Pan
Journal:  Adv Sci (Weinh)       Date:  2021-02-12       Impact factor: 16.806

2.  Chiral aminophosphines derived from hydroxyproline and their application in allene-imine [4 + 2] annulation.

Authors:  San N Khong; Changmin Xie; Xinyi Wang; Hao Tan; Ohyun Kwon
Journal:  J Antibiot (Tokyo)       Date:  2019-04-02       Impact factor: 2.649

3.  Phosphine-Catalyzed α-Umpolung-Aldol Reaction for the Synthesis of Benzo[ b]azapin-3-ones.

Authors:  Kui Zhang; Lingchao Cai; Sooji Hong; Ohyun Kwon
Journal:  Org Lett       Date:  2019-06-20       Impact factor: 6.005

4.  Enantioselective Coupling of Dienes and Phosphine Oxides.

Authors:  Shao-Zhen Nie; Ryan T Davison; Vy M Dong
Journal:  J Am Chem Soc       Date:  2018-11-19       Impact factor: 15.419

5.  Chemically triggered crosslinking with bioorthogonal cyclopropenones.

Authors:  R David Row; Sean S Nguyen; Andrew J Ferreira; Jennifer A Prescher
Journal:  Chem Commun (Camb)       Date:  2020-09-17       Impact factor: 6.222

Review 6.  Phosphorus-Based Catalysis.

Authors:  Changmin Xie; Andrew J Smaligo; Xian-Rong Song; Ohyun Kwon
Journal:  ACS Cent Sci       Date:  2021-03-16       Impact factor: 14.553

Review 7.  Organophosphine-Catalyzed [4C+X] Annulations.

Authors:  Yangyan Li; Xiang Chen; Xiaoming Chen; Xiao Shen
Journal:  Molecules       Date:  2018-11-19       Impact factor: 4.411

8.  Phosphine-Promoted [4 + 3] Annulation of Allenoate with Aziridines for Synthesis of Tetrahydroazepines: Phosphine-Dependent [3 + 3] and [4 + 3] Pathways.

Authors:  Honglei Liu; Yan Lin; Yan Zhao; Miaoren Xiao; Leijie Zhou; Qijun Wang; Cheng Zhang; Dongqi Wang; Ohyun Kwon; Hongchao Guo
Journal:  RSC Adv       Date:  2019-01-09       Impact factor: 4.036

9.  Catalytic Enantiodivergent Michael Addition by Subtle Adjustment of Achiral Amino Moiety of Dipeptide Phosphines.

Authors:  Huamin Wang; Xiuzheng Li; Youshao Tu; Junliang Zhang
Journal:  iScience       Date:  2020-05-06

10.  Access to P-chiral sec- and tert-phosphine oxides enabled by Le-Phos-catalyzed asymmetric kinetic resolution.

Authors:  Haile Qiu; Qiang Dai; Jiafeng He; Wenbo Li; Junliang Zhang
Journal:  Chem Sci       Date:  2020-09-02       Impact factor: 9.825

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