Literature DB >> 15760157

First approach to the frondosin C ring system via a tandem cyclization/Claisen rearrangement sequence.

Isamir Martínez1, Philip E Alford, Timo V Ovaska.   

Abstract

[reaction: see text] A one-pot tandem 5-exo cyclization/Claisen rearrangement strategy is utilized as the key step in the straightforward construction of the tetracyclic ring system of frondosin C. This reaction is done under microwave irradiation in the presence of catalytic MeLi.

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Year:  2005        PMID： 15760157     DOI： 10.1021/ol050144o

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


  6 in total

1.  Progress toward the total synthesis of frondosin C.

Authors:  Xin Li; Robert E Kyne; Timo V Ovaska
Journal:  Org Lett       Date:  2006-10-26       Impact factor: 6.005

2.  Intramolecular thermal allenyne [2 + 2] cycloadditions; facile construction of the 5-6-4 ring core of sterpurene.

Authors:  Timo V Ovaska; Robert E Kyne
Journal:  Tetrahedron Lett       Date:  2008-01-07       Impact factor: 2.415

3.  Synthesis of cycloheptanoid natural products via tandem 5-exo cyclization/Claisen rearrangement process.

Authors:  Timo V Ovaska
Journal:  ARKIVOC       Date:  2010-10-31       Impact factor: 1.140

4.  Asymmetric synthesis of seven-membered carbocyclic rings via a sequential oxyanionic 5-exo-dig cyclization/claisen rearrangement process. Total synthesis of (-)-frondosin B.

Authors:  Timo V Ovaska; Jonathan A Sullivan; Sami I Ovaska; Jacob B Winegrad; Justin D Fair
Journal:  Org Lett       Date:  2009-06-18       Impact factor: 6.005

5.  Total synthesis of (3R,9R,10R)-panaxytriol via tandem metathesis and metallotropic [1,3]-shift as a key step.

Authors:  Eun Jin Cho; Daesung Lee
Journal:  Org Lett       Date:  2007-12-13       Impact factor: 6.005

6.  Synthesis of seven-membered carbocyclic rings via a microwave-assisted tandem oxyanionic 5-exo dig cyclization-claisen rearrangement process.

Authors:  Xin Li; Robert E Kyne; Timo V Ovaska
Journal:  J Org Chem       Date:  2007-07-27       Impact factor: 4.354
  6 in total

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