Literature DB >> 17031434

Total synthesis of antillatoxin.

Kiew-Ching Lee1, Teck-Peng Loh.   

Abstract

The total synthesis of natural (4R,5R)-antillatoxin and its analog (4S,5S)-antillatoxin has been achieved; the optically pure key intermediates were prepared from indium mediated allylation of either primary or secondary allylic bromide with aldehyde in aquoues media, followed by highly selective Luche's reduction and chiral resolution.

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Year:  2006        PMID: 17031434     DOI: 10.1039/b608193m

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  4 in total

1.  Antillatoxin, a novel lipopeptide, enhances neurite outgrowth in immature cerebrocortical neurons through activation of voltage-gated sodium channels.

Authors:  S V Jabba; A Prakash; S M Dravid; W H Gerwick; T F Murray
Journal:  J Pharmacol Exp Ther       Date:  2009-12-21       Impact factor: 4.030

2.  A mild and efficient approach to enantioenriched α-hydroxyethyl α,β-unsaturated δ-lactams.

Authors:  Seo-Jung Han; Brian M Stoltz
Journal:  Tetrahedron Lett       Date:  2016-05-25       Impact factor: 2.415

Review 3.  A look around the West Indies: The spices of life are secondary metabolites.

Authors:  Adrian Demeritte; William M Wuest
Journal:  Bioorg Med Chem       Date:  2020-10-01       Impact factor: 3.641

4.  Chemical construction and structural permutation of neurotoxic natural product, antillatoxin: importance of the three-dimensional structure of the bulky side chain.

Authors:  Masayuki Inoue
Journal:  Proc Jpn Acad Ser B Phys Biol Sci       Date:  2014       Impact factor: 3.493

  4 in total

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