Literature DB >> 24536104

Catalytic enantioselective oxidative cross-coupling of benzylic ethers with aldehydes.

Zhilin Meng, Shutao Sun, Huiqing Yuan, Hongxiang Lou, Lei Liu.   

Abstract

The first one-pot enantioselective oxidative coupling of cyclic benzylic ethers with aldehydes has been developed. A variety of benzylic ethers were transformed into the corresponding oxygen heterocycles with high enantioselectivity. Mechanistic experiments were conducted to determine the nature of the reaction intermediates. The application of this strategy to coupling reactions with other nucleophiles besides aldehydes was also explored.

Entities:  

Year:  2014        PMID: 24536104     DOI: 10.1002/anie.201308701

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  16 in total

1.  Enantioselective copper-catalyzed alkynylation of benzopyranyl oxocarbenium ions.

Authors:  Harathi D Srinivas; Prantik Maity; Glenn P A Yap; Mary P Watson
Journal:  J Org Chem       Date:  2015-04-07       Impact factor: 4.354

2.  Enantio- and Diastereoselective, Lewis Base Catalyzed, Cascade Sulfenoacetalization of Alkenyl Aldehydes.

Authors:  Anastassia Matviitsuk; Scott E Denmark
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-01       Impact factor: 15.336

3.  Contrasteric coupling of allenes and tetrahydroisoquinolines by iron-catalysed allenic C(sp2)-H functionalisation.

Authors:  Yue Xia; Nicholas W Wade; Philip N Palermo; Yidong Wang; Yi-Ming Wang
Journal:  Chem Commun (Camb)       Date:  2021-12-09       Impact factor: 6.222

4.  Enantioselective Copper(I)-Catalyzed Alkynylation of Oxocarbenium Ions to Set Diaryl Tetrasubstituted Stereocenters.

Authors:  Srimoyee Dasgupta; Thomas Rivas; Mary P Watson
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-25       Impact factor: 15.336

5.  Asymmetric Induction via a Helically Chiral Anion: Enantioselective Pentacarboxycyclopentadiene Brønsted Acid-Catalyzed Inverse-Electron-Demand Diels-Alder Cycloaddition of Oxocarbenium Ions.

Authors:  Chirag D Gheewala; Jennifer S Hirschi; Wai-Hang Lee; Daniel W Paley; Mathew J Vetticatt; Tristan H Lambert
Journal:  J Am Chem Soc       Date:  2018-03-06       Impact factor: 15.419

6.  Enantioselective Allylic C-H Oxidation of Terminal Olefins to Isochromans by Palladium(II)/Chiral Sulfoxide Catalysis.

Authors:  Stephen E Ammann; Wei Liu; M Christina White
Journal:  Angew Chem Int Ed Engl       Date:  2016-07-04       Impact factor: 15.336

7.  Copper-catalyzed oxidative cross-dehydrogenative coupling of 2H-chromenes and terminal alkynes.

Authors:  Fei Yang; Yangshan Li; Paul E Floreancig; Xiaoyan Li; Lei Liu
Journal:  Org Biomol Chem       Date:  2018-07-18       Impact factor: 3.876

8.  An Enantioselective Cross-Dehydrogenative Coupling Catalysis Approach to Substituted Tetrahydropyrans.

Authors:  Ansoo Lee; Rick C Betori; Erika A Crane; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2018-05-10       Impact factor: 15.419

9.  Cross-dehydrogenative coupling enables enantioselective access to CF3-substituted all-carbon quaternary stereocenters.

Authors:  Xiaoguang Pan; Zehua Wang; Linglong Kan; Ying Mao; Yasheng Zhu; Lei Liu
Journal:  Chem Sci       Date:  2020-01-29       Impact factor: 9.825

10.  Iron-catalyzed α-C-H functionalization of π-bonds: cross-dehydrogenative coupling and mechanistic insights.

Authors:  Yidong Wang; Jin Zhu; Rui Guo; Haley Lindberg; Yi-Ming Wang
Journal:  Chem Sci       Date:  2020-10-16       Impact factor: 9.825

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