Literature DB >> 23909371

Procedure-controlled enantioselectivity switch in organocatalytic 2-oxazolidinone synthesis.

Yukihiro Fukata1, Keisuke Asano, Seijiro Matsubara.   

Abstract

In a novel organocatalytic formal [3 + 2] cycloaddition to afford chiral 2-oxazolidinones, an enantioselectivity switch could be induced by changing the manner of addition of the reactants, even when the reaction components (cinchona-alkaloid-derived aminothiourea catalyst, substrates, and solvent) were the same.

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Year:  2013        PMID: 23909371     DOI: 10.1021/ja407027e

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


  3 in total

1.  Bifunctional organocatalysts for the asymmetric synthesis of axially chiral benzamides.

Authors:  Ryota Miyaji; Yuuki Wada; Akira Matsumoto; Keisuke Asano; Seijiro Matsubara
Journal:  Beilstein J Org Chem       Date:  2017-08-02       Impact factor: 2.883

2.  Reagent-controlled enantioselectivity switch for the asymmetric fluorination of β-ketocarbonyls by chiral primary amine catalysis.

Authors:  Yang'en You; Long Zhang; Sanzhong Luo
Journal:  Chem Sci       Date:  2016-08-26       Impact factor: 9.825

3.  Enantiodivergence by minimal modification of an acyclic chiral secondary aminocatalyst.

Authors:  Jun Dai; Zhuang Wang; Yuhua Deng; Lei Zhu; Fangzhi Peng; Yu Lan; Zhihui Shao
Journal:  Nat Commun       Date:  2019-11-15       Impact factor: 14.919

  3 in total

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