Literature DB >> 22987629

Gold vinylidene complexes: intermolecular C(sp3)-H insertions and cyclopropanations pathways.

A Stephen K Hashmi1, Marcel Wieteck, Ingo Braun, Matthias Rudolph, Frank Rominger.   

Abstract

Highly reactive gold vinylidene species are used for intermolecular C(sp(3))-H insertions into unactivated alkanes (see scheme). In addition, they can be regarded as synthons for alkylidene carbenes. Initiated by cyclopropanation of the vinylidene species/alkylidene carbenoide, cyclobutene derivatives are formed in a diastereoselective fashion by a ring-enlargement cascade in only one step.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID： 22987629     DOI： 10.1002/anie.201204015

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  12 in total

1.  Ruthenium(0) Catalyzed Endiyne-α-Ketol [4 + 2] Cycloaddition: Convergent Assembly of Type II Polyketide Substructures via C-C Bond Forming Transfer Hydrogenation.

Authors:  Aakarsh Saxena; Felix Perez; Michael J Krische
Journal:  J Am Chem Soc       Date:  2015-05-04       Impact factor: 15.419

2.  Mechanism of AuCl₃-catalyzed cyclization of 1-(indol-2-yl)-3-alkyn-1-ols: a DFT study.

Authors:  Jingna Shao; Rongxing He; Wei Shen; Ming Li
Journal:  J Mol Model       Date:  2014-05-07       Impact factor: 1.810

3.  C-C Bond Migration in the Cycloisomerization of 1,6-Enynes.

Authors:  Susan M Stevenson; Eric T Newcomb; Eric M Ferreira
Journal:  Org Chem Front       Date:  2016-06-30       Impact factor: 5.281

4.  Gold-catalyzed cyclizations of cis-enediynes: insights into the nature of gold-aryne interactions.

Authors:  Youliang Wang; Akop Yepremyan; Subir Ghorai; Robert Todd; Donald H Aue; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2013-06-20       Impact factor: 15.336

5.  Gold-catalyzed enantioselective ring-expanding cycloisomerization of cyclopropylidene bearing 1,5-enynes.

Authors:  Hongchao Zheng; Ryan J Felix; Michel R Gagné
Journal:  Org Lett       Date:  2014-03-31       Impact factor: 6.005

6.  Gold(I)-catalyzed hydroarylation reaction of aryl (3-iodoprop-2-yn-1-yl) ethers: synthesis of 3-iodo-2H-chromene derivatives.

Authors:  Pablo Morán-Poladura; Eduardo Rubio; José M González
Journal:  Beilstein J Org Chem       Date:  2013-10-16       Impact factor: 2.883

7.  Intriguing mechanistic labyrinths in gold(I) catalysis.

Authors:  Carla Obradors; Antonio M Echavarren
Journal:  Chem Commun (Camb)       Date:  2014-01-04       Impact factor: 6.222

8.  Gold carbene or carbenoid: is there a difference?

Authors:  Yahui Wang; Michael E Muratore; Antonio M Echavarren
Journal:  Chemistry       Date:  2015-03-18       Impact factor: 5.236

9.  5-Alkylresorcinol Derivatives from the Bryozoan Schizomavella mamillata: Isolation, Synthesis, and Antioxidant Activity.

Authors:  María J Ortega; Juan J Pantoja; Carolina de Los Reyes; Eva Zubía
Journal:  Mar Drugs       Date:  2017-11-02       Impact factor: 5.118

10.  Cyclobutene vs 1,3-Diene Formation in the Gold-Catalyzed Reaction of Alkynes with Alkenes: The Complete Mechanistic Picture.

Authors:  M Elena de Orbe; Laura Amenós; Mariia S Kirillova; Yahui Wang; Verónica López-Carrillo; Feliu Maseras; Antonio M Echavarren
Journal:  J Am Chem Soc       Date:  2017-07-25       Impact factor: 15.419
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