Literature DB >> 20143846

A facile and mild synthesis of enamides using a gold-catalyzed nucleophilic addition to allenamides.

Marc C Kimber1.   

Abstract

A mild and facile synthesis of enamides has been developed, based on nucleophilic addition of electron-rich aromatic and heteroaromatics to an allenamide unit catalyzed by a gold salt. Yields for the transformation were 29-98%.

Entities:  

Year:  2010        PMID： 20143846     DOI： 10.1021/ol1001494

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


  9 in total

1.  Stereoselective 6π-electron electrocyclic ring closures of 2-halo-amidotrienes via a remote 1,6-asymmetric induction.

Authors:  Ryuji Hayashi; Mary C Walton; Richard P Hsung; John H Schwab; Xueliang Yu
Journal:  Org Lett       Date:  2010-11-19       Impact factor: 6.005

2.  Oppolzer-type intramolecular Diels-Alder cycloadditions via isomerizations of allenamides.

Authors:  John B Feltenberger; Richard P Hsung
Journal:  Org Lett       Date:  2011-05-25       Impact factor: 6.005

Review 3.  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

4.  An efficient and practical entry to 2-amido-dienes and 3-amido-trienes from allenamides through stereoselective 1,3-hydrogen shifts.

Authors:  Ryuji Hayashi; John B Feltenberger; Andrew G Lohse; Mary C Walton; Richard P Hsung
Journal:  Beilstein J Org Chem       Date:  2011-04-07       Impact factor: 2.883

5.  Recent advances in the gold-catalyzed additions to C-C multiple bonds.

Authors:  He Huang; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2011-07-04       Impact factor: 2.883

6.  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

7.  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

8.  Gold(i)-catalyzed [2 + 2 + 2] cycloaddition of allenamides, alkenes and aldehydes: a straightforward approach to tetrahydropyrans.

Authors:  Hélio Faustino; Iván Varela; José L Mascareñas; Fernando López
Journal:  Chem Sci       Date:  2015-03-02       Impact factor: 9.825

9.  Palladium-catalyzed regioselective hydrosulfonylation of allenes with sulfinic acids.

Authors:  Luan-Ying Li; Bo-Rong Leng; Jia-Zhuo Li; Qing-Quan Liu; Jianguang Yu; Ping Wei; De-Cai Wang; Yi-Long Zhu
Journal:  RSC Adv       Date:  2022-03-18       Impact factor: 3.361
  9 in total

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