Literature DB >> 14682754

Studies toward the synthesis of oximidines I and II.

Torsten Haack1, Serdar Kurtkaya, James P Snyder, Gunda I Georg.   

Abstract

The synthesis of compound 1, a precursor for the synthesis of the oximidine II core structure 2, is described. An undesired C8-C9 isomerization occurred during the intramolecular Castro-Stephens reaction leading to macrocyle 3. The thermodynamic driving force for this unexpected isomerization was established by DFT and MP2 calculations. [reaction: see text]

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Year:  2003        PMID: 14682754     DOI: 10.1021/ol036007d

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


  3 in total

1.  Synthesis of oximidine II by a copper-mediated reductive ene-yne macrocyclization.

Authors:  Christopher M Schneider; Kriangsak Khownium; Wei Li; Jared T Spletstoser; Torsten Haack; Gunda I Georg
Journal:  Angew Chem Int Ed Engl       Date:  2011-06-29       Impact factor: 15.336

2.  Development of a general, sequential, ring-closing metathesis/intramolecular cross-coupling reaction for the synthesis of polyunsaturated macrolactones.

Authors:  Scott E Denmark; Joseck M Muhuhi
Journal:  J Am Chem Soc       Date:  2010-08-25       Impact factor: 15.419

3.  Preparation and Applications of 4-Methoxybenzyl Esters in Organic Synthesis.

Authors:  Kyle T Howard; John D Chisholm
Journal:  Org Prep Proced Int       Date:  2016-01-29       Impact factor: 1.628

  3 in total

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