Literature DB >> 15355022

Intramolecular [3 + 2]-cycloaddition reaction of push-pull dipoles across heteroaromatic pi-systems.

José M Mejía-Oneto1, Albert Padwa.   

Abstract

[reaction: see text] Push-pull dipoles generated from the Rh(II)-catalyzed reaction of diazo imides containing tethered heteroaromatic rings undergo successful [3 + 2]-cycloaddition across the 2,3-pi-bond to provide novel pentacyclic compounds in good to excellent yields in a stereocontrolled fashion. The facility of the cycloaddition is critically dependent on conformational factors in the transition state.

Entities:  

Mesh：

Substances：

Year:  2004        PMID： 15355022     DOI： 10.1021/ol048915w

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


  8 in total

1.  Intramolecular diels-alder/1,3-dipolar cycloaddition cascade of 1,3,4-oxadiazoles.

Authors:  Gregory I Elliott; James R Fuchs; Brian S J Blagg; Hayato Ishikawa; Houchao Tao; Z-Q Yuan; Dale L Boger
Journal:  J Am Chem Soc       Date:  2006-08-16       Impact factor: 15.419

2.  Cycloaddition protocol for the assembly of the hexacyclic framework associated with the kopsifoline alkaloids.

Authors:  Xuechuan Hong; Stefan France; José M Mejía-Oneto; Albert Padwa
Journal:  Org Lett       Date:  2006-10-26       Impact factor: 6.005

3.  Application of the Rh(II) cyclization/cycloaddition cascade for the total synthesis of (+/-)-aspidophytine.

Authors:  José M Mejía-Oneto; Albert Padwa
Journal:  Org Lett       Date:  2006-07-20       Impact factor: 6.005

4.  Total synthesis of (+)-fendleridine (aspidoalbidine) and (+)-1-acetylaspidoalbidine.

Authors:  Erica L Campbell; Andrea M Zuhl; Christopher M Liu; Dale L Boger
Journal:  J Am Chem Soc       Date:  2010-03-10       Impact factor: 15.419

5.  A Dipolar Cycloaddition Approach Toward the Kopsifoline Alkaloid Framework.

Authors:  Xuechuan Hong; Stefan France; Albert Padwa
Journal:  Tetrahedron       Date:  2007-06-25       Impact factor: 2.457

6.  Synthesis and spectral characterization of environmentally responsive fluorescent deoxycytidine analogs.

Authors:  Adam A H Elmehriki; Mojmír Suchý; Kirby J Chicas; Filip Wojciechowski; Robert H E Hudson
Journal:  Artif DNA PNA XNA       Date:  2014

7.  The Rhodium(II) Carbenoid Cyclization-Cycloaddition Cascade of alpha-Diazo Dihydroindolinones for the Synthesis of Novel Azapolycyclic Ring Systems.

Authors:  Dylan B England; James M Eagan; Gokce Merey; Olcay Anac; Albert Padwa
Journal:  Tetrahedron       Date:  2008-02-04       Impact factor: 2.457

Review 8.  Towards the optimal screening collection: a synthesis strategy.

Authors:  Thomas E Nielsen; Stuart L Schreiber
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336
  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.