Literature DB >> 11442402

Stereocontrolled formation of epoxy peroxide functionality appended to a lactam ring.

C M Marson1, A Khan, R A Porter.   

Abstract

The action of tert-butyl hydroperoxide and tin(IV) chloride upon allylic alcohols containing a lactam ring leads mainly to epoxy alkyl peroxides with high diastereoselection. Both the stereochemistry and the products formed are in marked contrast to the reactions of the analogous carbocyclic allylic alcohols with tert-butyl hydroperoxide-VO(acac)2.

Entities:  

Year:  2001        PMID： 11442402     DOI： 10.1021/jo001313f

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


  3 in total

1.  Intramolecular Cyclization Strategies Toward the Synthesis of Zoanthamine Alkaloids.

Authors:  Derek Fischer; Thong X Nguyen; Lynnie Trzoss; Marianna Dakanali; Emmanuel A Theodorakis
Journal:  Tetrahedron Lett       Date:  2011-09-21       Impact factor: 2.415

Review 2.  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

3.  Chemo- and diastereoselectivities in the electrochemical reduction of maleimides.

Authors:  Kathryn Rix; Geoffrey H Kelsall; Klaus Hellgardt; King Kuok Mimi Hii
Journal:  ChemSusChem       Date:  2015-01-08       Impact factor: 8.928
  3 in total

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