Literature DB >> 16995712

Efficient total syntheses and structural verification of both diospongins A and B via a common delta-lactone intermediate.

Kailas B Sawant1, Michael P Jennings.   

Abstract

The total syntheses of the two aryl C-glycoside natural products diospongins A and B are described. The key reactions involved stereoselective reductions of the appropriate oxocarbenium cations that were derived from a common delta-lactone intermediate.

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Year:  2006        PMID: 16995712     DOI: 10.1021/jo061296f

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


  3 in total

1.  Concise enantioselective synthesis of diospongins A and B.

Authors:  Eric Stefan; Ansel P Nalin; Richard E Taylor
Journal:  Tetrahedron       Date:  2013-09-09       Impact factor: 2.457

2.  The catalytic performance of Ru-NHC alkylidene complexes: PCy₃versus pyridine as the dissociating ligand.

Authors:  Stefan Krehl; Diana Geißler; Sylvia Hauke; Oliver Kunz; Lucia Staude; Bernd Schmidt
Journal:  Beilstein J Org Chem       Date:  2010-12-15       Impact factor: 2.883

3.  The stereodivergent formation of 2,6-cis and 2,6-trans-tetrahydropyrans: experimental and computational investigation of the mechanism of a thioester oxy-Michael cyclization.

Authors:  Kristaps Ermanis; Yin-Ting Hsiao; Uğur Kaya; Alan Jeuken; Paul A Clarke
Journal:  Chem Sci       Date:  2016-08-30       Impact factor: 9.825

  3 in total

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