Literature DB >> 23649965

Organocatalytic enantioselective direct vinylogous Michael addition of γ-substituted butenolides to 3-aroyl acrylates and 1,2-diaroylethylenes.

Utpal Das1, Yi-Ru Chen, Yi-Ling Tsai, Wenwei Lin.   

Abstract

Adding value: The direct vinylogous Michael addition of γ-substituted butenolides with a series of 3-aroyl acrylates and 1,2-diaroylethylenes has been demonstrated. This organocatalytic method delivers highly enantio- and diastereomerically pure γ,γ-disubstituted butenolides with adjacent quaternary and tertiary stereocenters (see scheme).
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2013        PMID: 23649965     DOI: 10.1002/chem.201301332

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


  4 in total

Review 1.  Catalytic Asymmetric Synthesis of Butenolides and Butyrolactones.

Authors:  Bin Mao; Martín Fañanás-Mastral; Ben L Feringa
Journal:  Chem Rev       Date:  2017-06-22       Impact factor: 60.622

2.  An Asymmetric Organocatalytic Quadruple Cascade to Tetraaryl-Substituted 2-Azabicyclo[3.3.0]octadienones.

Authors:  Céline Joie; Kristina Deckers; Gerhard Raabe; Dieter Enders
Journal:  Synthesis (Stuttg)       Date:  2014-06-01       Impact factor: 3.157

Review 3.  Cupreines and cupreidines: an established class of bifunctional cinchona organocatalysts.

Authors:  Laura A Bryant; Rossana Fanelli; Alexander J A Cobb
Journal:  Beilstein J Org Chem       Date:  2016-03-07       Impact factor: 2.883

4.  Asymmetric [4 + 2] annulation of 5H-thiazol-4-ones with a chiral dipeptide-based Brønsted base catalyst.

Authors:  Bo Zhu; Shuai Qiu; Jiangtao Li; Michelle L Coote; Richmond Lee; Zhiyong Jiang
Journal:  Chem Sci       Date:  2016-06-09       Impact factor: 9.825

  4 in total

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