Literature DB >> 11348224

Synthesis and Diels-Alder reactions of 4-vinylimidazoles.

C J Lovely1, H Du, H V Dias.   

Abstract

[structure in text] The synthesis of several 4-vinylimidazoles via Stille cross-coupling reactions of the corresponding protected 4-iodoimidazoles with tributylvinylstannane is described. These heterocyclic dienes are shown to be effective partners in the Diels-Alder reaction, providing adducts in good yield and exhibiting useful levels of isomer selectivity and stereoselectivity (endo/exo).

Entities:  

Year:  2001        PMID： 11348224     DOI： 10.1021/ol015687m

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


  11 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.  Asymmetric synthesis of ageliferin.

Authors:  Xiao Wang; Zhiqiang Ma; Jianming Lu; Xianghui Tan; Chuo Chen
Journal:  J Am Chem Soc       Date:  2011-09-08       Impact factor: 15.419

4.  Syntheses of Cyclic Guanidine-Containing Natural Products.

Authors:  Yuyong Ma; Saptarshi De; Chuo Chen
Journal:  Tetrahedron       Date:  2015-02-25       Impact factor: 2.457

5.  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

6.  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

7.  Revisiting the Kinnel-Scheuer hypothesis for the biosynthesis of palau'amine.

Authors:  Zhiqiang Ma; Jianming Lu; Xiao Wang; Chuo Chen
Journal:  Chem Commun (Camb)       Date:  2010-09-16       Impact factor: 6.222

8.  A biomimetic route for construction of the [4+2] and [3+2] core skeletons of dimeric pyrrole-imidazole alkaloids and asymmetric synthesis of ageliferins.

Authors:  Xiao Wang; Xiaolei Wang; Xianghui Tan; Jianming Lu; Kevin W Cormier; Zhiqiang Ma; Chuo Chen
Journal:  J Am Chem Soc       Date:  2012-11-02       Impact factor: 15.419

9.  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

Review 10.  Dimeric pyrrole-imidazole alkaloids: synthetic approaches and biosynthetic hypotheses.

Authors:  Xiao Wang; Zhiqiang Ma; Xiaolei Wang; Saptarshi De; Yuyong Ma; Chuo Chen
Journal:  Chem Commun (Camb)       Date:  2014-05-15       Impact factor: 6.222
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