Literature DB >> 18720988

Stereoselective direct copper-catalyzed alkenylation of oxazoles with bromoalkenes.

François Besselièvre1, Sandrine Piguel, Florence Mahuteau-Betzer, David S Grierson.   

Abstract

A copper-catalyzed direct alkenylation of oxazoles with bromoalkenes has been developed. The method is both regio- and stereoselective and tolerates a variety of functional groups. A wide range of 2-E-vinyl-substituted oxazoles were obtained in high yields including the highly fluorescent alkaloid annuloline.

Entities:  

Mesh：

Substances：

Year:  2008        PMID： 18720988     DOI： 10.1021/ol801512q

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


  8 in total

1.  Methodology for the Synthesis of Substituted 1,3-Oxazoles.

Authors:  David R Williams; Liangfeng Fu
Journal:  Synlett       Date:  2009-12-22       Impact factor: 2.454

2.  A general method for copper-catalyzed arene cross-dimerization.

Authors:  Hien-Quang Do; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2011-08-08       Impact factor: 15.419

3.  Efficient Suzuki and Stille Reactions for Regioselective Strategies of Incorporation of the 1,3-Oxazole Heterocycle. Mild Desulfonylation for the Synthesis of C-4 and C-5 Monosubstituted Oxazoles.

Authors:  David R Williams; Liangfeng Fu
Journal:  Synlett       Date:  2010-07-01       Impact factor: 2.454

4.  Efficient synthesis of oxazoles by dirhodium(II)-catalyzed reactions of styryl diazoacetate with oximes.

Authors:  Xinfang Xu; Peter Y Zavalij; Wenhao Hu; Michael P Doyle
Journal:  Chem Commun (Camb)       Date:  2012-12-07       Impact factor: 6.222

5.  General methodology for the preparation of 2,5-disubstituted-1,3-oxazoles.

Authors:  David R Williams; Liangfeng Fu
Journal:  Org Lett       Date:  2010-02-19       Impact factor: 6.005

6.  Application of Daugulis copper-catalyzed direct arylation to the synthesis of 5-aryl benzotriazepines.

Authors:  Sirilata Yotphan; Robert G Bergman; Jonathan A Ellman
Journal:  Org Lett       Date:  2009-04-02       Impact factor: 6.005

7.  Room temperature copper(II)-catalyzed oxidative cyclization of enamides to 2,5-disubstituted oxazoles via vinylic C-H functionalization.

Authors:  Chi Wai Cheung; Stephen L Buchwald
Journal:  J Org Chem       Date:  2012-08-13       Impact factor: 4.354

8.  An aromatic Glaser-Hay reaction.

Authors:  Hien-Quang Do; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2009-12-02       Impact factor: 15.419
  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.