Literature DB >> 19555117

A versatile route to the tulearin class of macrolactones: synthesis of a stereoisomer of tulearin A.

Alexander L Mandel1, Véronique Bellosta, Dennis P Curran, Janine Cossy.   

Abstract

A versatile synthetic approach to the tulearin class of macrolactones has been developed and deployed to make a stereoisomer of tulearin A. The knowledge gained about structure and synthesis will expedite the assignment of the stereostructure of this new anticancer agent.

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Year:  2009        PMID: 19555117      PMCID: PMC2736336          DOI: 10.1021/ol900936t

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


  7 in total

1.  Asymmetric aldol additions: use of titanium tetrachloride and (-)-sparteine for the soft enolization of N-acyl oxazolidinones, oxazolidinethiones, and thiazolidinethiones.

Authors:  M T Crimmins; B W King; E A Tabet; K Chaudhary
Journal:  J Org Chem       Date:  2001-02-09       Impact factor: 4.354

2.  Total synthesis and structure revision of the marine metabolite palmerolide A.

Authors:  Xin Jiang; Bo Liu; Sylvain Lebreton; Jef K De Brabander
Journal:  J Am Chem Soc       Date:  2007-04-26       Impact factor: 15.419

3.  Total synthesis of the originally proposed and revised structures of palmerolide A.

Authors:  K C Nicolaou; Ramakrishna Guduru; Ya-Ping Sun; Biswadip Banerji; David Y-K Chen
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  Formal synthesis of 6-deoxyerythronolide B.

Authors:  Michael T Crimmins; David J Slade
Journal:  Org Lett       Date:  2006-05-11       Impact factor: 6.005

5.  Total synthesis of bafilomycin V(1): a methanolysis product of the macrolide bafilomycin C(2).

Authors:  James A Marshall; Nicholas D Adams
Journal:  J Org Chem       Date:  2002-02-08       Impact factor: 4.354

6.  Total synthesis of (-)-callystatin A.

Authors:  James A Marshall; Matthew P Bourbeau
Journal:  J Org Chem       Date:  2002-05-03       Impact factor: 4.354

7.  Salarins a and B and tulearin a: new cytotoxic sponge-derived macrolides.

Authors:  Ashgan Bishara; Amira Rudi; Maurice Aknin; Drorit Neumann; Nathalie Ben-Califa; Yoel Kashman
Journal:  Org Lett       Date:  2007-12-18       Impact factor: 6.005

  7 in total

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