Literature DB >> 23304701

An efficient organocatalytic enantioselective Michael addition of aryl methyl ketones with 2-furanones: highly functionalized chiral 3,4-substituted lactones.

Wei Wang1, Junfeng Wang, Shuo Zhou, Qi Sun, Zemei Ge, Xin Wang, Runtao Li.   

Abstract

The efficient asymmetric Michael addition reactions of aryl methyl ketones with 2-furanones were catalyzed by a simple and commercially available chiral 1,2-diphenyl-1,2-ethanediamine and p-TSA·H(2)O as cocatalyst with good yields (up to 95%) and excellent enantioselectivities (up to >99% ee). A bi-functional catalytic mechanism for the reaction was proposed.

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Year:  2013        PMID: 23304701     DOI: 10.1039/c2cc35488h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

1.  Organomediated cleavage of benzoyl group enables an efficient synthesis of 1-(6-nitropyridin-2-yl)thiourea and its application for developing 18F-labeled PET tracers.

Authors:  Junfeng Wang; Kazue Takahashi; Timothy M Shoup; Lichong Gong; Yingbo Li; Georges El Fakhri; Zhaoda Zhang; Anna-Liisa Brownell
Journal:  Bioorg Chem       Date:  2022-04-12       Impact factor: 5.307

2.  Enantioselective Michael addition of malonates to α,β-unsaturated ketones catalyzed by 1,2-diphenylethanediamine.

Authors:  Wei Wang; Ling Ye; Zhichuan Shi; Zhigang Zhao; Xuefeng Li
Journal:  RSC Adv       Date:  2018-12-12       Impact factor: 4.036

  2 in total

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