Literature DB >> 15524469

Oxidative rearrangement of cyclic tertiary allylic alcohols with IBX in DMSO.

Masatoshi Shibuya1, Shinichiro Ito, Michiyasu Takahashi, Yoshiharu Iwabuchi.   

Abstract

A practical and environmentally friendly method for oxidative rearrangement of five- and six-membered cyclic tertiary allylic alcohols to beta-disubstituted alpha,beta-unsaturated ketones by the IBX/DMSO reagent system is described. Several conventional protecting groups (e.g., Ac, MOM, and TBDPS) are compatible under the reaction conditions prescribed.

Entities:  

Year:  2004        PMID: 15524469     DOI: 10.1021/ol048210u

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


  3 in total

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  3 in total

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