Literature DB >> 17880136

Modified Julia fluoroolefination: selective preparation of fluoroalkenoates.

Emmanuel Pfund1, Cyril Lebargy, Jacques Rouden, Thierry Lequeux.   

Abstract

The modified Julia olefination reaction has been applied to develop a stereoselective synthesis of fluoroalkenoate derivatives from a fluorobenzothiazolyl sulfone and aldehydes or a ketone. The olefination reaction can be achieved by using a variety of bases. DBU and DBU in the presence of MgBr2 were found to be the most efficient systems to prepare either (Z)- or (E)-alkenoates in moderate to excellent stereoselectivity.

Entities:  

Mesh：

Substances：

Year:  2007        PMID： 17880136     DOI： 10.1021/jo070994c

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  13 in total

1.  Expedient synthesis of α-substituted fluoroethenes.

Authors:  Samir K Mandal; Arun K Ghosh; Rakesh Kumar; Barbara Zajc
Journal:  Org Biomol Chem       Date:  2012-02-20       Impact factor: 3.876

2.  Facile synthesis of 4-vinyl- and 4-fluorovinyl-1,2,3-triazoles via bifunctional "click-olefination" reagents.

Authors:  Rakesh Kumar; Padmanava Pradhan; Barbara Zajc
Journal:  Chem Commun (Camb)       Date:  2011-02-18       Impact factor: 6.222

3.  Fluorinated 1-phenyl-1H-tetrazol-5-yl sulfone derivatives as general reagents for fluoroalkylidene synthesis.

Authors:  Arun K Ghosh; Barbara Zajc
Journal:  J Org Chem       Date:  2009-11-20       Impact factor: 4.354

4.  Julia Olefination as a General Route to Phenyl (alpha-Fluoro)vinyl Sulfones.

Authors:  Maggie He; Arun K Ghosh; Barbara Zajc
Journal:  Synlett       Date:  2008-04-01       Impact factor: 2.454

5.  Stereoselective synthesis of conjugated fluoro enynes.

Authors:  Rakesh Kumar; Barbara Zajc
Journal:  J Org Chem       Date:  2012-09-24       Impact factor: 4.354

6.  Fluoro-Julia olefination as a mild, high-yielding route to alpha-fluoro acrylonitriles.

Authors:  Maria del Solar; Arun K Ghosh; Barbara Zajc
Journal:  J Org Chem       Date:  2008-10-08       Impact factor: 4.354

7.  Alpha-fluorovinyl Weinreb amides and alpha-fluoroenones from a common fluorinated building block.

Authors:  Arun K Ghosh; Shaibal Banerjee; Saikat Sinha; Soon Bang Kang; Barbara Zajc
Journal:  J Org Chem       Date:  2009-05-15       Impact factor: 4.354

8.  Synthesis of Fluoroolefins via Julia-Kocienski Olefination.

Authors:  Barbara Zajc; Rakesh Kumar
Journal:  Synthesis (Stuttg)       Date:  2010       Impact factor: 3.157

9.  Chlorotrifluoroethylidenes: an efficient and convenient approach to their synthesis.

Authors:  Abhay Atmaram Upare; Pradip K Gadekar; Kiran Jadhav; H Sivaramakrishnan; Selvaraj Mohana Roopan
Journal:  RSC Adv       Date:  2020-05-05       Impact factor: 3.361

10.  Synthesis of regiospecifically fluorinated conjugated dienamides.

Authors:  Mohammad Chowdhury; Samir K Mandal; Shaibal Banerjee; Barbara Zajc
Journal:  Molecules       Date:  2014-04-10       Impact factor: 4.411
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.