4.4 Article

Recent progress on direct catalytic asymmetric vinylogous reactions

Journal

TETRAHEDRON LETTERS
Volume 59, Issue 47, Pages 4121-4135

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2018.10.012

Keywords

Vinylogous reaction; Direct reaction; Asymmetric catalysis; Organocatalysis; Transition-metal catalysis

Funding

  1. Thousand Youth Talents Plan
  2. National Natural Science Foundation of China [21672235, 21871287, 21576230]
  3. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
  4. CAS Key Laboratory of Synthetic Chemistry of Natural Substances
  5. Shanghai Institute of Organic Chemistry

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Direct catalytic asymmetric vinylogous reaction serves as a powerful tool to introduce stereocenter(s) at the gamma- or/and even more remote position(s) of the vinylogous products in an atom-economical and efficient way. A variety of direct catalytic asymmetric vinylogous reactions with broad substrate scope and mild reaction conditions has been developed. Both metal catalysis and organocatalysis contributed in this field and led to the vinylogous products in high stereoselectivity. These vinylogous reactions provided efficient pathways for the synthesis of highly functionalized optically pure compounds, especially these with potential biological activity and pharmacological activity. This digest paper mainly focuses on the most recent developments in this field, including both nucleophilic addition and nucleophilic substitution. (C) 2018 Elsevier Ltd. All rights reserved.

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