Literature DB >> 22201372

Formal intermolecular [2 + 2] cycloaddition reaction of allenamide [corrected] with alkenes via gold catalysis.

Xiao-Xiao Li1, Li-Li Zhu, Wen Zhou, Zili Chen.   

Abstract

An efficient method was developed to construct the densely functionalized cyclobutane[corrected] adducts through formal intermolecular cycloaddition of allenamides [corrected] with electron-rich olefins via gold catalysis, in which vinyl ethers/amides and electron-rich styrenes worked very well. In addition, a series of allenamide [corrected] dimerization products were prepared from the same allenamide [corrected] substrates.
© 2011 American Chemical Society

Entities:  

Year:  2011        PMID： 22201372     DOI： 10.1021/ol202703a

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


  10 in total

1.  α-Aryl-substituted allenamides in an imino-Nazarov cyclization cascade catalyzed by Au(I).

Authors:  Zhi-Xiong Ma; Shuzhong He; Wangze Song; Richard P Hsung
Journal:  Org Lett       Date:  2012-11-02       Impact factor: 6.005

Review 2.  Allenamides: a powerful and versatile building block in organic synthesis.

Authors:  Ting Lu; Zhenjie Lu; Zhi-Xiong Ma; Yu Zhang; Richard P Hsung
Journal:  Chem Rev       Date:  2013-04-04       Impact factor: 60.622

3.  Gold(I)-catalyzed intermolecular cycloaddition of allenamides with α,β-unsaturated hydrazones: efficient access to highly substituted cyclobutanes.

Authors:  Paloma Bernal-Albert; Hélio Faustino; Ana Gimeno; Gregorio Asensio; José L Mascareñas; Fernando López
Journal:  Org Lett       Date:  2014-11-19       Impact factor: 6.005

Review 4.  Gold(I)-catalyzed enantioselective cycloaddition reactions.

Authors:  Fernando López; José L Mascareñas
Journal:  Beilstein J Org Chem       Date:  2013-10-30       Impact factor: 2.883

5.  Meeting the challenge of intermolecular gold(I)-catalyzed cycloadditions of alkynes and allenes.

Authors:  Michael E Muratore; Anna Homs; Carla Obradors; Antonio M Echavarren
Journal:  Chem Asian J       Date:  2014-07-22

6.  Crystal structures of three bicyclic carbohydrate derivatives.

Authors:  Uwe Schilde; Alexandra Kelling; Sumaira Umbreen; Torsten Linker
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2016-11-29

7.  Synthesis of 1,4,5,6-tetrahydropyridazines and pyridazines via transition-metal-free (4 + 2) cycloaddition of alkoxyallenes with 1,2-diaza-1,3-dienes.

Authors:  Qi Wu; Pan-Lin Shao; Yun He
Journal:  RSC Adv       Date:  2019-07-10       Impact factor: 4.036

8.  Alkynes as allylmetal equivalents in redox-triggered C-C couplings to primary alcohols: (Z)-homoallylic alcohols via ruthenium-catalyzed propargyl C-H oxidative addition.

Authors:  Boyoung Y Park; Khoa D Nguyen; Mani Raj Chaulagain; Venukrishnan Komanduri; Michael J Krische
Journal:  J Am Chem Soc       Date:  2014-07-30       Impact factor: 15.419

9.  Enantioselective gold-catalyzed intermolecular [2+2] versus [4+2]-cycloadditions of 3-styrylindoles with N-allenamides: observation of interesting substituent effects.

Authors:  Yidong Wang; Peichao Zhang; Yuan Liu; Fei Xia; Junliang Zhang
Journal:  Chem Sci       Date:  2015-06-23       Impact factor: 9.825

10.  Allenes and Derivatives in Gold(I)- and Platinum(II)-Catalyzed Formal Cycloadditions.

Authors:  José L Mascareñas; Iván Varela; Fernando López
Journal:  Acc Chem Res       Date:  2019-01-14       Impact factor: 22.384
  10 in total

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