Literature DB >> 14507188

Intramolecular Diels-Alder reactions of 4-vinylimidazoles.

Yong He1, Yingzhong Chen, Haiyan Wu, Carl J Lovely.   

Abstract

[reaction: see text] The synthesis of a variety of unsaturated ethers, esters, and amides derived from urocanic acid and their Diels-Alder reactions are reported. Propargylic ethers and esters cyclize with reasonable efficiencies, but the related mono- and unactivated olefins did not cyclize. On the other hand, the corresponding amines and amides, along with the doubly activated ester/amide derivatives participate in the cycloaddition reaction.

Entities:  

Year:  2003        PMID： 14507188     DOI： 10.1021/ol0352862

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


  7 in total

1.  Synthetic Studies on Palau'amine. Construction of the Cyclopentane Core via an Asymmetric 1,3-Dipolar Cycloaddition.

Authors:  Kosuke Namba; Makto Inai; Uta Sundermeier; Thomas J Greshock; Robert M Williams
Journal:  Tetrahedron Lett       Date:  2010-12-15       Impact factor: 2.415

2.  Total synthesis of 7'-desmethylkealiiquinone.

Authors:  Heather M Lima; Rasapalli Sivappa; Muhammed Yousufuddin; Carl J Lovely
Journal:  Org Lett       Date:  2012-04-24       Impact factor: 6.005

3.  Natural products as inspiration for the development of new synthetic methods.

Authors:  Zhiqiang Ma; Chuo Chen
Journal:  J Chin Chem Soc       Date:  2017-08-09       Impact factor: 1.967

4.  Thio acid-mediated conversion of azides to amides - exploratory studies en route to oroidin alkaloids.

Authors:  Apsara K Herath; Manoj R Bhandari; Delphine Gout; Muhammed Yousufuddin; Carl J Lovely
Journal:  Tetrahedron Lett       Date:  2017-08-24       Impact factor: 2.415

5.  Preparation and Diels-Alder reactions of 1'-heterosubsituted vinylimidazoles.

Authors:  Abhisek Ray; Sabuj Mukherjee; Jayanta Das; Manoj K Bhandari; Hongwang Du; Muhammed Yousufuddin; Carl J Lovely
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

6.  Total synthesis of palau'amine.

Authors:  Ian B Seiple; Shun Su; Ian S Young; Chad A Lewis; Junichiro Yamaguchi; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2010-02-01       Impact factor: 15.336

7.  Total synthesis of 7'-desmethylkealiiquinone, 4'-desmethoxykealiiquinone, and 2-deoxykealiiquinone.

Authors:  Heather M Lima; Rasapalli Sivappa; Muhammed Yousufuddin; Carl J Lovely
Journal:  J Org Chem       Date:  2014-03-03       Impact factor: 4.354
  7 in total

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