Literature DB >> 12868906

(+)-Rimocidin synthetic studies. Construction of an advanced C(1-18) polyol fragment.

Amos B Smith1, Suresh M Pitram, Michael J Fuertes.   

Abstract

[structure: see text] The synthesis of an appropriately functionalized advanced C(1-18) polyol fragment of the mycosamine-glycosylated polyene macrolide, (+)-rimocidin (1), has been achieved in a highly efficient manner. Highlights of the strategy include the S(N)2/S(N)2' addition of dithiane anions to vinyl epoxides and the multicomponent linchpin union of 2-TBS-1,3-dithiane with two advanced epoxides.

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Year:  2003        PMID: 12868906     DOI: 10.1021/ol034989g

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


  7 in total

1.  Fluorous Mixture Synthesis of Four Stereoisomers of the C21-C40 Fragment of Tetrafibricin.

Authors:  Kai Zhang; Dennis P Curran
Journal:  Synlett       Date:  2010-03-01       Impact factor: 2.454

Review 2.  Evolution of Anion Relay Chemistry: Construction of Architecturally Complex Natural Products.

Authors:  Yifan Deng; Amos B Smith
Journal:  Acc Chem Res       Date:  2020-04-09       Impact factor: 22.384

3.  Diversity-oriented synthesis of 2,4,6-trisubstituted piperidines via type II anion relay chemistry.

Authors:  Amos B Smith; Heeoon Han; Won-Suk Kim
Journal:  Org Lett       Date:  2011-06-06       Impact factor: 6.005

4.  Luminescent iminophosphorane gold, palladium and platinum complexes as potential anticancer agents.

Authors:  Malgorzata Frik; Josefina Jiménez; Vadim Vasilevski; Monica Carreira; Andreia de Almeida; Elena Gascón; Farrah Benoit; Mercedes Sanaú; Angela Casini; María Contel
Journal:  Inorg Chem Front       Date:  2014-03-07       Impact factor: 6.569

5.  (+)-Rimocidin synthetic studies: construction of the C(1-27) aglycone skeleton.

Authors:  Amos B Smith; Megan A Foley; Shuzhi Dong; Alia Orbin
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

6.  A unified approach to polyene macrolides: synthesis of candidin and nystatin polyols.

Authors:  Isao Kadota; Yueqing Hu; Garrick K Packard; Scott D Rychnovsky
Journal:  Proc Natl Acad Sci U S A       Date:  2004-06-10       Impact factor: 11.205

7.  Total Synthesis of (-)-Secu'amamine A Exploiting Type II Anion Relay Chemistry.

Authors:  Heeoon Han; Amos B Smith
Journal:  Org Lett       Date:  2015-08-20       Impact factor: 6.005

  7 in total

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