Literature DB >> 12713339

Convenient preparation of cyclic acetals, using diols, TMS-source, and a catalytic amount of TMSOTf.

Masaaki Kurihara1, Wataru Hakamata.   

Abstract

With use of diol, alkoxysilane, and a catalytic amount of trimethylsilyl trifluoromethanesulfonate (TMSOTf), carbonyl compounds are converted to acetals in good yields under mild conditions. This procedure, which was carried out without synthesizing the silylated diols, is a more convenient adaptation of Noyori's method. This acetalization applies to not only simple but also conjugated carbonyl compounds. Moreover, various TMS compounds, including solid supported compounds, are effective for this method instead of alkoxylsilane.

Entities:  

Year:  2003        PMID: 12713339     DOI: 10.1021/jo020471z

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


  1 in total

1.  Evolution of the total synthesis of (-)-okilactomycin exploiting a tandem oxy-cope rearrangement/oxidation, a Petasis-Ferrier union/rearrangement, and ring-closing metathesis.

Authors:  Amos B Smith; Todd Bosanac; Kallol Basu
Journal:  J Am Chem Soc       Date:  2009-02-18       Impact factor: 15.419

  1 in total

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