Literature DB >> 18816137

Diastereoselective synthesis of cyclopentapyridazinones via radical cyclization: synthetic studies toward halichlorine.

Gary E Keck1, Stacey A Heumann.   

Abstract

The pyridazinone ring system serves as an excellent scaffold for the diastereoselective preparation of novel cis-fused cyclopentapyridazinones utilizing the directed 5-exo radical cyclization approach. This overall approach was successfully employed in the preparation of a functionalized aza-spirocycle.

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Year:  2008        PMID： 18816137      PMCID： PMC2745910          DOI： 10.1021/ol801849u

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


  16 in total

1.  Formal syntheses of (+/-)-pinnaic acid and (+/-)-halichlorine.

Authors:  Rodrigo B Andrade; Stephen F Martin
Journal:  Org Lett       Date:  2005-12-08       Impact factor: 6.005

Review 2.  Synthetic chemistry of halichlorine and the pinnaic acids.

Authors:  Derrick L J Clive; Maolin Yu; Jian Wang; Vince S C Yeh; Shunzhen Kang
Journal:  Chem Rev       Date:  2005-12       Impact factor: 60.622

Review 3.  Endothelial-leukocyte adhesion molecules in human disease.

Authors:  M P Bevilacqua; R M Nelson; G Mannori; O Cecconi
Journal:  Annu Rev Med       Date:  1994       Impact factor: 13.739

Review 4.  Inhibition of LFA-1/ICAM-1 and VLA-4/VCAM-1 as a therapeutic approach to inflammation and autoimmune diseases.

Authors:  Helena Yusuf-Makagiansar; Meagan E Anderson; Tatyana V Yakovleva; Joseph S Murray; Teruna J Siahaan
Journal:  Med Res Rev       Date:  2002-03       Impact factor: 12.944

5.  Total Synthesis of (+)-Halichlorine: An Inhibitor of VCAM-1 Expression.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  1999-12-03       Impact factor: 15.336

6.  Radical cyclization in heterocycle synthesis. 11.(1) A novel synthesis of alpha,beta-disubstituted gamma-lactones via sulfanyl radical addition-cyclization using hydroximates as a tether

Authors: 
Journal:  J Org Chem       Date:  2000-10-20       Impact factor: 4.354

7.  Stereoselective Mn-mediated coupling of functionalized iodides and hydrazones: a synthetic entry to the tubulysin gamma-amino acids.

Authors:  Gregory K Friestad; Jean-Charles Marié; Amy M Deveau
Journal:  Org Lett       Date:  2004-09-16       Impact factor: 6.005

8.  Carbocyclization by radical closure onto O-trityl oximes: dramatic effect of diphenyl diselenide.

Authors:  Derrick L J Clive; Mai P Pham; Rajendra Subedi
Journal:  J Am Chem Soc       Date:  2007-02-07       Impact factor: 15.419

9.  Trifluoroacetyl-activated nitrogen-nitrogen bond cleavage of hydrazines by samarium(II) iodide.

Authors:  Hui Ding; Gregory K Friestad
Journal:  Org Lett       Date:  2004-02-19       Impact factor: 6.005

10.  Synthesis and biological evaluation of substituted benzo[h]cinnolinones and 3H-benzo[6,7]cyclohepta[1,2-c]pyridazinones: higher homologues of the antihypertensive and antithrombotic 5H-indeno[1,2-c]pyridazinones.

Authors:  G Cignarella; D Barlocco; G A Pinna; M Loriga; M M Curzu; O Tofanetti; M Germini; P Cazzulani; E Cavalletti
Journal:  J Med Chem       Date:  1989-10       Impact factor: 7.446
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  1 in total

1.  Enantioselective synthesis of angularly substituted 1-azabicylic rings: coupled dynamic kinetic epimerization and chirality transfer.

Authors:  Zachary D Aron; Tatsuya Ito; Tricia L May; Larry E Overman; Jocelyn Wang
Journal:  J Org Chem       Date:  2013-09-10       Impact factor: 4.354
  1 in total

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