Literature DB >> 24339164

Copper-boxmi complexes as highly enantioselective catalysts for electrophilic trifluoromethylthiolations.

Qing-Hai Deng1, Christoph Rettenmeier, Hubert Wadepohl, Lutz H Gade.   

Abstract

The enantioselective trifluoromethylthiolation of β-ketoesters using chiral copper-boxmi complexes as catalysts is reported. A number of α-SCF3-substituted β-ketoesters have been obtained with up to >99% enantiomeric excess (ee), and the trifluoromethylthiolated products were then transformed diastereoselectively to α-SCF3-β-hydroxyesters with two adjacent quaternary stereocenters.
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; copper; pincer ligands; trifluoromethylthiolation; β-ketoesters

Mesh：

Substances：

Year:  2013        PMID： 24339164     DOI： 10.1002/chem.201303641

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  7 in total

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2.  Structural reevaluation of the electrophilic hypervalent iodine reagent for trifluoromethylthiolation supported by the crystalline sponge method for X-ray analysis.

Authors:  Ekaterina V Vinogradova; Peter Müller; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-17       Impact factor: 15.336

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Authors:  Zhikun Zhang; Zhe Sheng; Weizhi Yu; Guojiao Wu; Rui Zhang; Wen-Dao Chu; Yan Zhang; Jianbo Wang
Journal:  Nat Chem       Date:  2017-06-05       Impact factor: 24.427

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

Review 5.  Asymmetric Preparation of α-Quaternary Fluorinated β-keto Esters. Review.

Authors:  Albert Granados; Adelina Vallribera
Journal:  Molecules       Date:  2020-07-17       Impact factor: 4.411

Review 6.  Recent advances in transition-metal-catalyzed incorporation of fluorine-containing groups.

Authors:  Xiaowei Li; Xiaolin Shi; Xiangqian Li; Dayong Shi
Journal:  Beilstein J Org Chem       Date:  2019-09-23       Impact factor: 2.883

7.  Selenide-catalyzed enantioselective synthesis of trifluoromethylthiolated tetrahydronaphthalenes by merging desymmetrization and trifluoromethylthiolation.

Authors:  Jie Luo; Qingxiang Cao; Xiaohui Cao; Xiaodan Zhao
Journal:  Nat Commun       Date:  2018-02-06       Impact factor: 14.919
  7 in total

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