Literature DB >> 16729140

Highly diastereoselective Diels-Alder cycloadditions of 9R-(1-methoxyethyl)anthracene with p-benzoquinone.

Harry Adams1, Simon Jones, Isaac Ojea-Jimenez.   

Abstract

Diels-Alder cycloadditions of p-benzoquinone with 9R-(1-methoxyethyl)anthracene provides a 60:40 ratio of cycloadducts when heated at reflux in xylene. Mechanistic studies to explore the origins of this selectivity have shown that at lower temperatures the kinetic product predominates, giving a 96:4 ratio of cycloadducts.

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Year:  2006        PMID: 16729140     DOI: 10.1039/b603819k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  1 in total

1.  Enantioselective syntheses of candenatenins B and C using a chiral anthracene auxiliary.

Authors:  Amanda L Jones; Xiang Liu; John K Snyder
Journal:  Tetrahedron Lett       Date:  2010-02-17       Impact factor: 2.415

  1 in total

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