Literature DB >> 24699896

Highly diastereo- and enantioselective Michael addition of 3-substituted benzofuran-2(3H)-ones to 4-oxo-enoates catalyzed by lanthanide(III) complexes.

Zhen Wang1, Qian Yao, Tengfei Kang, Juhua Feng, Xiaohua Liu, Lili Lin, Xiaoming Feng.   

Abstract

An efficient lanthanide(III)-catalyzed diastereo- and enantioselective Michael addition of 3-substituted benzofuran-2(3H)-ones to 4-oxo-enoates was developed. The desired adducts with contiguous quaternary-tertiary stereocenters were obtained in up to 99% yield with up to >95/5 dr and 98% ee.

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Year:  2014        PMID: 24699896     DOI: 10.1039/c4cc01499e

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


  2 in total

1.  Efficient Synthesis of Chiral Trisubstituted 1,2-Allenyl Ketones by Catalytic Asymmetric Conjugate Addition of Malonic Esters to Enynes.

Authors:  Qian Yao; Yuting Liao; Lili Lin; Xiaobin Lin; Jie Ji; Xiaohua Liu; Xiaoming Feng
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-22       Impact factor: 15.336

2.  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

  2 in total

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