Literature DB >> 11594840

A new entry to oxacycles via base-catalyzed endo mode cyclization of allenyl sulfoxides and sulfones.

C Mukai1, H Yamashita, M Hanaoka.   

Abstract

[reaction: see text]. Treatment of the allenyl sulfoxides and sulfones possessing a proper delta-hydroxy appendage at the C-1 position with potassium tert-butoxide effected endo mode ring closure at the sp-hybridized carbon center of the allenyl moiety to provide the five- to eight-membered oxacycles in high yields.

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Year:  2001        PMID: 11594840     DOI: 10.1021/ol0101842

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


  1 in total

1.  Generation of 1,2-oxathiolium ions from (arysulfonyl)- and (arylsulfinyl)allenes in Brønsted acids. NMR and DFT study of these cations and their reactions.

Authors:  Stanislav V Lozovskiy; Alexander Yu Ivanov; Olesya V Khoroshilova; Aleksander V Vasilyev
Journal:  Beilstein J Org Chem       Date:  2018-11-22       Impact factor: 2.883

  1 in total

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