Literature DB >> 18052287

A formal synthesis of the callipeltoside aglycone.

James A Marshall1, Patrick M Eidam.   

Abstract

A synthesis of the macrocyclic core structure of callipeltoside A and a C9 epimer has been achieved by applications of chiral vinylzinc or Kishi-Nozaki-Hiyama (K-N-H) additions, Roskamp homologations, and acylketene or intramolecular K-N-H macrolactonizations as key bond-forming steps.

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Year:  2007        PMID： 18052287     DOI： 10.1021/ol702024b

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


  9 in total

1.  Total synthesis of LL-Z1640-2 utilizing a late-stage intramolecular Nozaki-Hiyama-Kishi reaction.

Authors:  Christopher A Leclair; Matthew B Boxer; Craig J Thomas; David J Maloney
Journal:  Tetrahedron Lett       Date:  2010-12-29       Impact factor: 2.415

2.  Streamlined syntheses of (-)-dictyostatin, 16-desmethyl-25,26-dihydrodictyostatin, and 6-epi-16-desmethyl-25,26-dihydrodictyostatin.

Authors:  Wei Zhu; María Jiménez; Won-Hyuk Jung; Daniel P Camarco; Raghavan Balachandran; Andreas Vogt; Billy W Day; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2010-07-07       Impact factor: 15.419

3.  Total synthesis of (-)-callipeltoside A.

Authors:  Thomas R Hoye; Michael E Danielson; Aaron E May; Hongyu Zhao
Journal:  J Org Chem       Date:  2010-11-05       Impact factor: 4.354

4.  Synthetic Studies to Lyngbouilloside: A Phosphate Tether-Mediated Synthesis of the Macrolactone Core.

Authors:  Rambabu Chegondi; Paul R Hanson
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

5.  (+)-Rimocidin synthetic studies: construction of the C(1-27) aglycone skeleton.

Authors:  Amos B Smith; Megan A Foley; Shuzhi Dong; Alia Orbin
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

Review 6.  Bond formations by intermolecular and intramolecular trappings of acylketenes and their applications in natural product synthesis.

Authors:  Keith P Reber; S David Tilley; Erik J Sorensen
Journal:  Chem Soc Rev       Date:  2009-09-02       Impact factor: 54.564

7.  A multifaceted phosphate tether: application to the C15-C30 subunit of dolabelides A-D.

Authors:  Alan Whitehead; Joshua D Waetzig; Christopher D Thomas; Paul R Hanson
Journal:  Org Lett       Date:  2008-03-07       Impact factor: 6.005

Review 8.  Catalytic enantioselective synthesis of chiral organic compounds of ultra-high purity of >99% ee.

Authors:  Ei-ichi Negishi; Shiqing Xu
Journal:  Proc Jpn Acad Ser B Phys Biol Sci       Date:  2015       Impact factor: 3.493

9.  Callipeltosides A, B and C: Total Syntheses and Structural Confirmation.

Authors:  James R Frost; Colin M Pearson; Thomas N Snaddon; Richard A Booth; Richard M Turner; Johan Gold; David M Shaw; Matthew J Gaunt; Steven V Ley
Journal:  Chemistry       Date:  2015-07-31       Impact factor: 5.236
  9 in total

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