Literature DB >> 12443056

Synthesis of antimalarial 1,2,4-trioxanes via photooxygenation of a chiral allylic alcohol.

Axel G Griesbeck1, Tamer T El-Idreesy, Maren Fiege, Reto Brun.   

Abstract

[reaction: see text] Photooxygenation of the chiral allylic alcohol 4-methyl-3-penten-2-ol (3) in nonpolar solvents and subsequent Lewis acid-catalyzed peroxyacetalization afforded a series of monocyclic and spirobicyclic 1,2,4-trioxanes (5, 6). Two products show significant anti-Malaria activity against Plasmodium falciparum when compared with chloroquine.

Entities:  

Mesh：

Substances：

Year:  2002        PMID： 12443056     DOI： 10.1021/ol026916n

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

1.  Synthesis and antimalarial activity of 3,3-spiroanellated 5,6-disubstituted 1,2,4-trioxanes.

Authors:  Ranjani Maurya; Awakash Soni; Devireddy Anand; Makthala Ravi; Kanumuri S R Raju; Isha Taneja; Niraj K Naikade; S K Puri; Sanjeev Kanojiya; Prem P Yadav
Journal:  ACS Med Chem Lett       Date:  2012-12-11       Impact factor: 4.345

2.  Application of BF3·Et2O in the synthesis of cyclic organic peroxides (microreview).

Authors:  Peter S Radulov; Ivan A Yaremenko
Journal:  Chem Heterocycl Compd (N Y)       Date:  2020-10-17       Impact factor: 1.277

Review 3.  Lewis Acids and Heteropoly Acids in the Synthesis of Organic Peroxides.

Authors:  Ivan A Yaremenko; Peter S Radulov; Yulia Yu Belyakova; Dmitriy I Fomenkov; Svetlana B Tsogoeva; Alexander O Terent'ev
Journal:  Pharmaceuticals (Basel)       Date:  2022-04-13

4.  Synthesis of spiroannulated and 3-arylated 1,2,4-trioxanes from mesitylol and methyl 4-hydroxytiglate by photooxygenation and peroxyacetalization.

Authors:  Axel G Griesbeck; Lars-Oliver Höinck; Jörg M Neudörfl
Journal:  Beilstein J Org Chem       Date:  2010-06-07       Impact factor: 2.883

Review 5.  Synthesis of five- and six-membered cyclic organic peroxides: Key transformations into peroxide ring-retaining products.

Authors:  Alexander O Terent'ev; Dmitry A Borisov; Vera A Vil'; Valery M Dembitsky
Journal:  Beilstein J Org Chem       Date:  2014-01-08       Impact factor: 2.883
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.