Literature DB >> 31086904

Highly stereoselective synthesis of 2,3-dihydrofurans via a cascade Michael addition-alkylation process: a nitro group as the leaving group.

Yiran Mo1, Siyang Liu, Yingying Liu, Ling Ye, Zhichuan Shi, Zhigang Zhao, Xuefeng Li.   

Abstract

The Michael addition-alkylation process between gem-benzoyl-nitrostyrenes and 1,3-dicarbonyl compounds proceeded smoothly in the presence of a bifunctional squaramide, exclusively providing 2,3-dihydrofurans as trans-diastereomers in 33-92% isolated yields and excellent enantioselectivities (29->99% ee).

Entities:  

Year:  2019        PMID: 31086904     DOI: 10.1039/c9cc01509d

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


  1 in total

1.  Comparison of Substituting Ability of Nitronate versus Enolate for Direct Substitution of a Nitro Group.

Authors:  Yusuke Mukaijo; Soichi Yokoyama; Nagatoshi Nishiwaki
Journal:  Molecules       Date:  2020-04-28       Impact factor: 4.411

  1 in total

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