Literature DB >> 18611033

Studies toward frondosin A and its analogues. Formal total synthesis of (+/-)-frondosin A.

Xin Li1, Alec E Keon, Jonathan A Sullivan, Timo V Ovaska.   

Abstract

Two reaction sequences commencing with different starting materials were successfully employed for the synthesis of frondosin A analogues, including (+/-)-frondosin A dimethyl ether. Construction of the bicyclo[5.4.0]undecane core in each case was achieved through an expedient microwave-assisted tandem 5-exo cyclization--Claisen rearrangement process.

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Year:  2008        PMID: 18611033     DOI: 10.1021/ol8011343

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


  6 in total

1.  The organocatalytic three-step total synthesis of (+)-frondosin B.

Authors:  Maud Reiter; Staffan Torssell; Sandra Lee; David W C Macmillan
Journal:  Chem Sci       Date:  2010-07       Impact factor: 9.825

Review 2.  Toward a symphony of reactivity: cascades involving catalysis and sigmatropic rearrangements.

Authors:  Amanda C Jones; Jeremy A May; Richmond Sarpong; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-03       Impact factor: 15.336

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.  Oxidopyrylium [5+2] Cycloaddition Chemistry: Historical Perspective and Recent Advances (2008-2018).

Authors:  Lauren P Bejcek; Ryan P Murelli
Journal:  Tetrahedron       Date:  2018-04-05       Impact factor: 2.457

5.  Facile Access to Cyclooctanoid Ring Systems via Microwave-Assisted Tandem 6-exo dig Cyclization-Rearrangement Sequence.

Authors:  Aaron W Feldman; Sami I Ovaska; Timo V Ovaska
Journal:  Tetrahedron       Date:  2014-07-08       Impact factor: 2.457

6.  Synthetic applications of gold-catalyzed ring expansions.

Authors:  David Garayalde; Cristina Nevado
Journal:  Beilstein J Org Chem       Date:  2011-06-07       Impact factor: 2.883

  6 in total

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