Literature DB >> 19907635

Cyclic Acetal Formation Between 2-Pyridinecarboxaldehyde and gamma-Hydroxy-alpha,beta-Acetylenic Esters.

Sami Osman1, Kazunori Koide.   

Abstract

A new transformation between 2-pyridinecarboxyaldehyde and gamma-hydroxy-alpha,beta-acetylenic esters to form highly functionalized cyclic acetals was discovered. This transformation proceeds under very mild conditions without any additives and is promoted by the basic nature of the pyridine ring.

Entities:  

Year:  2008        PMID： 19907635      PMCID： PMC2598756          DOI： 10.1016/j.tetlet.2008.09.008

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


  20 in total

Review 1.  Target-oriented and diversity-oriented organic synthesis in drug discovery.

Authors:  S L Schreiber
Journal:  Science       Date:  2000-03-17       Impact factor: 47.728

2.  A mild method for the preparation of gamma-hydroxy-alpha,beta-acetylenic esters.

Authors:  Shatrughan P Shahi; Kazunori Koide
Journal:  Angew Chem Int Ed Engl       Date:  2004-05-03       Impact factor: 15.336

3.  Base-catalyzed stereoselective isomerization of electron-deficient propargylic alcohols to E-enones.

Authors:  John P Sonye; Kazunori Koide
Journal:  J Org Chem       Date:  2006-08-04       Impact factor: 4.354

4.  Total synthesis of FR901464, an antitumor agent that regulates the transcription of oncogenes and tumor suppressor genes.

Authors:  Brian J Albert; Ananthapadmanabhan Sivaramakrishnan; Tadaatsu Naka; Kazunori Koide
Journal:  J Am Chem Soc       Date:  2006-03-08       Impact factor: 15.419

5.  Mechanistic dichotomy in CpRu(CH(3)CN)(3)PF(6) catalyzed enyne cycloisomerizations.

Authors:  Barry M Trost; F Dean Toste
Journal:  J Am Chem Soc       Date:  2002-05-08       Impact factor: 15.419

6.  An enantioselective synthesis of cryptocarya diacetate.

Authors:  T J Hunter; G A O'Doherty
Journal:  Org Lett       Date:  2001-08-23       Impact factor: 6.005

7.  Sodium bicarbonate-catalyzed stereoselective isomerizations of electron-deficient propargylic alcohols to (Z)-enones.

Authors:  John P Sonye; Kazunori Koide
Journal:  J Org Chem       Date:  2007-02-02       Impact factor: 4.354

8.  On the mechanism of DABCO-catalyzed isomerization of gamma-hydroxy-alpha,beta-alkynoates to gamma-oxo-alpha,beta-(E)-alkenoates.

Authors:  John P Sonye; Kazunori Koide
Journal:  Org Lett       Date:  2006-01-19       Impact factor: 6.005

9.  Samarium(II) iodide-mediated intramolecular conjugate additions of alpha,beta-unsaturated lactones.

Authors:  Gary A Molander; David J St Jean
Journal:  J Org Chem       Date:  2002-05-31       Impact factor: 4.354

10.  Zirconium-promoted epoxide rearrangement-alkynylation sequence.

Authors:  Brian J Albert; Kazunori Koide
Journal:  J Org Chem       Date:  2008-01-08       Impact factor: 4.354
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