Literature DB >> 17266320

cis-decalins from quinic acid: toward a synthesis of branimycin.

Stefan Marchart1, Johann Mulzer, Valentin S Enev.   

Abstract

[reaction: see text] Starting from (-)-quinic acid an efficient synthesis of highly functionalized cis-alpha,beta-unsaturated ketone 3, an advanced precursor of branimycin, has been accomplished via two key step reactions: a ring closing metathesis reaction to prepare the cis-decalin system, and a highly stereoselective epoxidation reaction.

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Year:  2007        PMID: 17266320     DOI: 10.1021/ol0630189

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


  2 in total

1.  Synthesis of the B-seco limonoid core scaffold.

Authors:  Hanna Bruss; Hannah Schuster; Rémi Martinez; Markus Kaiser; Andrey P Antonchick; Herbert Waldmann
Journal:  Beilstein J Org Chem       Date:  2014-01-16       Impact factor: 2.883

2.  Synthesis of polyhydroxylated decalins via two consecutive one-pot reactions: 1,4-addition/aldol reaction followed by RCM/syn-dihydroxylation.

Authors:  Michał Malik; Sławomir Jarosz
Journal:  Beilstein J Org Chem       Date:  2016-12-01       Impact factor: 2.883

  2 in total

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