Literature DB >> 17338539

Enantioselective total synthesis of 1-epi-pathylactone A.

Angéline Chanu1, Imad Safir, Ramkrishna Basak, Angèle Chiaroni, Siméon Arseniyadis.   

Abstract

[structure: see text]. The first enantioselective total synthesis of 1-epi-pathylactone A, 3, has been accomplished using a PhI(OAc)2-mediated domino reaction as a key step. No diastereomeric separation was required throughout the whole synthetic scheme presented in this paper. Comparison of 1H and 13C NMR spectral data of the synthetic product with the reported spectral data of natural pathylactone A, coupled with an X-ray crystallographic analysis, led to the conclusion that the C1 configuration in the original paper was erroneously ascribed to (R).

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Year:  2007        PMID: 17338539     DOI: 10.1021/ol070207y

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


  1 in total

1.  Total synthesis and absolute configuration of laurenditerpenol: a hypoxia inducible factor-1 activation inhibitor.

Authors:  Amar G Chittiboyina; Gundluru Mahesh Kumar; Paulo B Carvalho; Yang Liu; Yu-Dong Zhou; Dale G Nagle; Mitchell A Avery
Journal:  J Med Chem       Date:  2007-11-16       Impact factor: 7.446

  1 in total

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