Literature DB >> 16028952

Stereoselective syntheses of rolliniastatin 1, rollimembrin, and membranacin.

Gyochang Keum1, Cheol Hee Hwang, Soon Bang Kang, Youseung Kim, Eun Lee.   

Abstract

A radical cyclization of beta-alkoxyvinyl sulfoxides-Pummerer rearrangement-allylation protocol was successfully applied to the synthesis of the threo/cis/threo/cis/erythro bis-oxolane moiety in rolliniastatin 1 (1), rollimembrin (2), and membranacin (3).

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Year:  2005        PMID： 16028952     DOI： 10.1021/ja0526867

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  4 in total

1.  Synthesis and anti-tumor activity of carbohydrate analogues of the tetrahydrofuran containing acetogenins.

Authors:  Stewart Bachan; K A Tony; Akira Kawamura; Diego Montenegro; Anjali Joshi; Himanshu Garg; David R Mootoo
Journal:  Bioorg Med Chem       Date:  2013-08-29       Impact factor: 3.641

2.  Alteration of the bis-tetrahydrofuran core stereochemistries in asimicin can affect the cytotoxicity.

Authors:  Subhash C Sinha; Zhiyong Chen; Zheng-Zheng Huang; Eiko Nakamaru-Ogiso; Halina Pietraszkiewicz; Matthew Edelstein; Frederick Valeriote
Journal:  J Med Chem       Date:  2008-11-27       Impact factor: 7.446

3.  Total synthesis of annonaceous acetogenins belonging to the non-adjacent bis-THF and non-adjacent THF-THP sub-classes.

Authors:  Ian B Spurr; Richard C D Brown
Journal:  Molecules       Date:  2010-01-21       Impact factor: 4.411

4.  Recent progress on the total synthesis of acetogenins from Annonaceae.

Authors:  Nianguang Li; Zhihao Shi; Yuping Tang; Jianwei Chen; Xiang Li
Journal:  Beilstein J Org Chem       Date:  2008-12-05       Impact factor: 2.883
  4 in total

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