Literature DB >> 20160944

Total Synthesis of Isoroquefortine E and Phenylahistin.

Ning Shangguan1, Madeleine Joullié.   

Abstract

Isoroquefortine E and phenylahistin were synthesized using the Horner-Wadsworth-Emmons reaction as the key step to build the dehydroamino acid moiety. The syntheses provide materials for the biological studies of the roquefortine-phenylahistin molecules.

Entities:  

Year:  2009        PMID： 20160944      PMCID： PMC2766076          DOI： 10.1016/j.tetlet.2009.09.074

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  7 in total

1.  Total synthesis of anti-microtubule diketopiperazine derivatives: phenylahistin and aurantiamine.

Authors:  Y Hayashi; S Orikasa; K Tanaka; K Kanoh; Y Kiso
Journal:  J Org Chem       Date:  2000-12-01       Impact factor: 4.354

2.  A remarkable ring contraction en route to the chartelline alkaloids.

Authors:  Phil S Baran; Ryan A Shenvi; Christos A Mitsos
Journal:  Angew Chem Int Ed Engl       Date:  2005-06-13       Impact factor: 15.336

3.  Roquefortine E, a diketopiperazine from an Australian isolate of Gymnoascus reessii.

Authors:  Ben Clark; Robert J Capon; Ernest Lacey; Shaun Tennant; Jennifer H Gill
Journal:  J Nat Prod       Date:  2005-11       Impact factor: 4.050

4.  Total asymmetric synthesis of (-)-Phenylhistine, (-)-Aurantiamine and related compounds. Part I.

Authors:  Elias A Couladouros; Alexandros D Magos
Journal:  Mol Divers       Date:  2005       Impact factor: 2.943

5.  (-)-Phenylahistin arrests cells in mitosis by inhibiting tubulin polymerization.

Authors:  K Kanoh; S Kohno; J Katada; J Takahashi; I Uno
Journal:  J Antibiot (Tokyo)       Date:  1999-02       Impact factor: 2.649

6.  Total synthesis of isoroquefortine C.

Authors:  Bruno M Schiavi; David J Richard; Madeleine M Joullié
Journal:  J Org Chem       Date:  2002-02-08       Impact factor: 4.354

7.  The total synthesis of roquefortine C and a rationale for the thermodynamic stability of isoroquefortine C over roquefortine C.

Authors:  Ning Shangguan; Warren J Hehre; William S Ohlinger; Mary Pat Beavers; Madeleine M Joullié
Journal:  J Am Chem Soc       Date:  2008-04-16       Impact factor: 15.419
  7 in total
  2 in total

1.  Synthesis of monoalkylidene diketopiperazines and application to the synthesis of barettin.

Authors:  Elizabeth W Kelley; Skylar G Norman; Jonathan R Scheerer
Journal:  Org Biomol Chem       Date:  2017-10-18       Impact factor: 3.876

Review 2.  1-Aminoalkylphosphonium Derivatives: Smart Synthetic Equivalents of N-Acyliminium-Type Cations, and Maybe Something More: A Review.

Authors:  Jakub Adamek; Mirosława Grymel; Anna Kuźnik; Agnieszka Październiok-Holewa
Journal:  Molecules       Date:  2022-02-26       Impact factor: 4.411
  2 in total

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