Literature DB >> 24474595

Collective synthesis of cladiellins based on the gold-catalyzed cascade reaction of 1,7-diynes.

Guozong Yue1, Yun Zhang, Lichao Fang, Chuang-Chuang Li, Tuoping Luo, Zhen Yang.   

Abstract

The cladiellin family of natural products, which includes molecules with various biological activities, continues to invite new synthetic studies. A gold-catalyzed tandem reaction of 1,7-diynes to construct the 6-5-bicyclic ring systems that are present in a number of natural products was developed. This reaction was applied as the key step to realize the formal and total syntheses of nine members of the cladiellin family in an enantio- and diastereoselective manner. This modular and efficient approach could also be used for the construction of other cladiellins, as well as their analogues, for follow-up studies.
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cascade reaction; cyclization; gold; natural products; total synthesis

Year:  2014        PMID: 24474595     DOI: 10.1002/anie.201309449

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  New Cladiellin-Type Diterpenoids from the South China Sea Soft Coral Cladiella krempfi: Structures and Molecular Docking Analysis in EGFRs.

Authors:  Yang Jin; Li-Gong Yao; Yue-Wei Guo; Xu-Wen Li
Journal:  Mar Drugs       Date:  2022-06-07       Impact factor: 6.085

2.  Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity.

Authors:  Ruth Dorel; Antonio M Echavarren
Journal:  Chem Rev       Date:  2015-04-06       Impact factor: 60.622

3.  Biosynthetically inspired divergent approach to monoterpene indole alkaloids: total synthesis of mersicarpine, leuconodines B and D, leuconoxine, melodinine E, leuconolam, and rhazinilam.

Authors:  Yang Yang; Yu Bai; Siyuan Sun; Mingji Dai
Journal:  Org Lett       Date:  2014-11-20       Impact factor: 6.005

4.  Towards a general diastereoselective route to oxabicyclo[3.2.1]octanes via a gold-catalysed cascade reaction.

Authors:  Junkai Fu; Yueqing Gu; Hao Yuan; Tuoping Luo; Song Liu; Yu Lan; Jianxian Gong; Zhen Yang
Journal:  Nat Commun       Date:  2015-10-16       Impact factor: 14.919

  4 in total

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