Literature DB >> 29781611

Organocatalytic Enantioselective Construction of Axially Chiral Sulfone-Containing Styrenes.

Shiqi Jia1, Zhili Chen1, Nan Zhang1, Yu Tan1, Yidong Liu1, Jun Deng1, Hailong Yan1.   

Abstract

We describe herein an organocatalytic enantioselective approach for the construction of axially chiral sulfone-containing styrenes. Various axially chiral sulfone-containing styrene compounds were prepared with excellent enantioselectivities (up to >99% ee) and almost complete E/ Z selectivities (>99% E/ Z). Furthermore, the axially chiral sulfone-containing styrenes could be easily converted into phosphonic acid and S/P ligands, which could be potentially used as organocatalysts or ligands in asymmetric catalysis.

Entities:  

Year:  2018        PMID: 29781611     DOI: 10.1021/jacs.8b03211

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  7 in total

Review 1.  Synthesis and applications of sodium sulfinates (RSO2Na): a powerful building block for the synthesis of organosulfur compounds.

Authors:  Raju Jannapu Reddy; Arram Haritha Kumari
Journal:  RSC Adv       Date:  2021-03-01       Impact factor: 3.361

2.  Carbene-catalyzed atroposelective synthesis of axially chiral styrenes.

Authors:  Jia-Lei Yan; Rakesh Maiti; Shi-Chao Ren; Weiyi Tian; Tingting Li; Jun Xu; Bivas Mondal; Zhichao Jin; Yonggui Robin Chi
Journal:  Nat Commun       Date:  2022-01-10       Impact factor: 14.919

3.  Organocatalytic atroposelective construction of axially chiral N, N- and N, S-1,2-azoles through novel ring formation approach.

Authors:  Yu Chang; Chuandong Xie; Hong Liu; Shengli Huang; Pengfei Wang; Wenling Qin; Hailong Yan
Journal:  Nat Commun       Date:  2022-04-11       Impact factor: 14.919

4.  Enantioselective construction of ortho-sulfur- or nitrogen-substituted axially chiral biaryls and asymmetric synthesis of isoplagiochin D.

Authors:  He Yang; Wenjun Tang
Journal:  Nat Commun       Date:  2022-08-05       Impact factor: 17.694

5.  Catalytic Enantioselective Entry to Triflones Featuring a Quaternary Stereocenter.

Authors:  Francesca Franco; Sara Meninno; Jacob Overgaard; Sergio Rossi; Maurizio Benaglia; Alessandra Lattanzi
Journal:  Org Lett       Date:  2022-06-10       Impact factor: 6.072

6.  Access to chiral β-sulfonyl carbonyl compounds via photoinduced organocatalytic asymmetric radical sulfonylation with sulfur dioxide.

Authors:  Fu-Sheng He; Chun Zhang; Minghui Jiang; Lujun Lou; Jie Wu; Shengqing Ye
Journal:  Chem Sci       Date:  2022-07-08       Impact factor: 9.969

7.  Asymmetric allylic substitution-isomerization to axially chiral enamides via hydrogen-bonding assisted central-to-axial chirality transfer.

Authors:  Chao Sun; Xiaotian Qi; Xiao-Long Min; Xue-Dan Bai; Peng Liu; Ying He
Journal:  Chem Sci       Date:  2020-09-07       Impact factor: 9.825

  7 in total

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