Literature DB >> 15355044

Studies toward the total synthesis of Wiedemannic acid.

Effiette L O Sauer1, Louis Barriault.   

Abstract

[reaction: see text] We report a novel and efficient diastereoselective synthesis of wiedemannic acid analogue 30 in 16 steps from 7 using a tandem oxy-Cope/Claisen/ene reaction as the key step. Comparison of NMR data between wiedemannic acid (1) and analogue 30 leads us to believe that the reported stereochemistry at the ring junction of 1 is incorrect.

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Year:  2004        PMID: 15355044     DOI: 10.1021/ol0487635

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


  1 in total

Review 1.  [3,3]-Sigmatropic rearrangements: recent applications in the total synthesis of natural products.

Authors:  Elizabeth A Ilardi; Craig E Stivala; Armen Zakarian
Journal:  Chem Soc Rev       Date:  2009-09-02       Impact factor: 54.564

  1 in total

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