Literature DB >> 27463393

Organocatalytic Enantioselective Conjugate Addition of Azlactones to Enolizable Linear and Cyclic Enones.

Chao-Ming Wang1, Jun-An Xiao1, Jing Wang1, Sha-Sha Wang1, Zhao-Xu Deng1, Hua Yang1.   

Abstract

Highly diastereo- and enantioselective conjugate additions of azlactones to enolizable cyclic and linear enones were conducted by employing proline aryl sulfonamide as the organocatalyst in trifluorotoluene. The conjugate adducts bearing contiguous quaternary and tertiary stereocenters were obtained in moderate to good yields with excellent diastereoselectivities and moderate to good enantioselectivities. This developed protocol filled in the substrate gap for the organocatalytic conjugate addition of azlactone to enones.

Entities:  

Year:  2016        PMID: 27463393     DOI: 10.1021/acs.joc.6b01356

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


  1 in total

1.  A Brønsted base-promoted diastereoselective dimerization of azlactones.

Authors:  Danielle L J Pinheiro; Gabriel M F Batista; Pedro P de Castro; Leonã S Flores; Gustavo F S Andrade; Giovanni W Amarante
Journal:  Beilstein J Org Chem       Date:  2017-12-13       Impact factor: 2.883

  1 in total

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