Literature DB >> 15957891

The [4 + 3]-cycloaddition/quasi-Favorskii process. Synthesis of the carbocyclic core of tricycloclavulone.

Michael Harmata1, Sumrit Wacharasindhu.   

Abstract

[reaction: see text] The [4 + 3]-cycloadduct derived from the reaction of 2,5-dibromocyclopentanone with cyclopentadiene was converted via a quasi-Favorskii rearrangement and ring-opening, ring-closing metathesis sequence to the carbocyclic core of the prostanoid tricycloclavulone.

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Year:  2005        PMID: 15957891     DOI: 10.1021/ol050598l

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


  4 in total

1.  Developing a diastereoselective intramolecular [4+3] cycloaddition of nitrogen-stabilized oxyallyl cations derived from N-sulfonyl-substituted allenamides.

Authors:  Andrew G Lohse; Richard P Hsung; Mitchell D Leider; Sunil K Ghosh
Journal:  J Org Chem       Date:  2011-04-08       Impact factor: 4.354

2.  (4+3) cycloaddition reactions of nitrogen-stabilized oxyallyl cations.

Authors:  Andrew G Lohse; Richard P Hsung
Journal:  Chemistry       Date:  2011-03-07       Impact factor: 5.236

3.  Synthesis of some members of the hydroxylated phenanthridone subclass of the Amaryllidaceae alkaloid family.

Authors:  Albert Padwa; Hongjun Zhang
Journal:  J Org Chem       Date:  2007-03-06       Impact factor: 4.354

4.  Discovery of a photochemical cascade process by flow-based interception of isomerising alkenes.

Authors:  Mara Di Filippo; Cristina Trujillo; Goar Sánchez-Sanz; Andrei S Batsanov; Marcus Baumann
Journal:  Chem Sci       Date:  2021-07-05       Impact factor: 9.825

  4 in total

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