Literature DB >> 31117579

Organocatalytic Enantioselective Selenosulfonylation of a C-C Double Bond To Form Two Stereogenic Centers in an Aqueous Medium.

Zhili Chen, Fangli Hu, Shengli Huang, Zhengxing Zhao, Hui Mao1, Wenling Qin.   

Abstract

Organocatalytic selenosulfonylation of the C-C double bond of α,β-unsaturated ketones to construct two contiguous stereogenic centers in an aqueous medium was described. A series of α-selenyl and β-sulfonyl ketones with various functional groups were synthesized in good yields and enantioselectivities with saturated NaCl solution as the solvent. In addition, this protocol had been successfully scaled up to a decagram scale via a simple workup procedure.

Entities:  

Year:  2019        PMID: 31117579     DOI: 10.1021/acs.joc.9b00973

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

Review 1.  Synthetic Access to Aromatic α-Haloketones.

Authors:  Marre Porré; Gianmarco Pisanò; Fady Nahra; Catherine S J Cazin
Journal:  Molecules       Date:  2022-06-02       Impact factor: 4.927

2.  Synthesis and NLRP3-Inflammasome Inhibitory Activity of the Naturally Occurring Velutone F and of Its Non-Natural Regioisomeric Chalconoids.

Authors:  Tiziano De Ventura; Mariasole Perrone; Sonia Missiroli; Paolo Pinton; Paolo Marchetti; Giovanni Strazzabosco; Giulia Turrin; Davide Illuminati; Virginia Cristofori; Anna Fantinati; Martina Fabbri; Carlotta Giorgi; Claudio Trapella; Vinicio Zanirato
Journal:  Int J Mol Sci       Date:  2022-08-11       Impact factor: 6.208

  2 in total

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