Literature DB >> 12943393

Immobilization and reuse of Pd complexes in ionic liquid: efficient catalytic asymmetric fluorination and Michael reactions with beta-ketoesters.

Yoshitaka Hamashima1, Hisashi Takano, Daido Hotta, Mikiko Sodeoka.   

Abstract

[reaction: see text] Palladium complexes (1 and 2) were immobilized in ionic liquids, and their applications to catalytic asymmetric fluorination and Michael reaction of beta-ketoesters were successfully demonstrated. This immobilization enabled the reuse of the catalysts no less than 10 times in fluorination and 5 times in Michael reaction with levels of efficiency comparable to those obtained in usual organic solvents.

Entities:  

Year:  2003        PMID: 12943393     DOI: 10.1021/ol035053a

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


  5 in total

1.  Catalytic, asymmetric alpha-fluorination of acid chlorides: dual metal-ketene enolate activation.

Authors:  Daniel H Paull; Michael T Scerba; Ethan Alden-Danforth; Leland R Widger; Thomas Lectka
Journal:  J Am Chem Soc       Date:  2008-12-24       Impact factor: 15.419

Review 2.  Modern Approaches for Asymmetric Construction of Carbon-Fluorine Quaternary Stereogenic Centers: Synthetic Challenges and Pharmaceutical Needs.

Authors:  Yi Zhu; Jianlin Han; Jiandong Wang; Norio Shibata; Mikiko Sodeoka; Vadim A Soloshonok; Jaime A S Coelho; F Dean Toste
Journal:  Chem Rev       Date:  2018-04-02       Impact factor: 60.622

3.  Combining asymmetric catalysis with natural product functionalization through enantioselective alpha-fluorination.

Authors:  Jeremy Erb; Ethan Alden-Danforth; Nathan Kopf; Michael T Scerba; Thomas Lectka
Journal:  J Org Chem       Date:  2010-02-05       Impact factor: 4.354

Review 4.  Advances in catalytic enantioselective fluorination, mono-, di-, and trifluoromethylation, and trifluoromethylthiolation reactions.

Authors:  Xiaoyu Yang; Tao Wu; Robert J Phipps; F Dean Toste
Journal:  Chem Rev       Date:  2014-10-22       Impact factor: 60.622

5.  DBFOX-Ph/metal complexes: evaluation as catalysts for enantioselective fluorination of 3-(2-arylacetyl)-2-thiazolidinones.

Authors:  Takehisa Ishimaru; Norio Shibata; Dhande Sudhakar Reddy; Takao Horikawa; Shuichi Nakamura; Takeshi Toru
Journal:  Beilstein J Org Chem       Date:  2008-05-20       Impact factor: 2.883

  5 in total

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