Literature DB >> 18855406

Diversity in gold- and silver-catalyzed cycloisomerization of epoxide-alkyne functionalities.

Guan-You Lin1, Chia-Wen Li, Siao-Hua Hung, Rai-Shung Liu.   

Abstract

We report Au(I)- and Ag(I)-catalyzed cycloisomerizations of epoxide-alkyne functionalities in both aromatic and nonaromatic systems, leading to diversified carbocyclic and heterocyclic frameworks with high chemoselectivities. The use of such cycloisomerizations is reflected by a facile access to the cores of natural pallidol and gibberic acid.

Entities:  

Year:  2008        PMID： 18855406     DOI： 10.1021/ol802047g

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


  13 in total

Review 1.  Ynamides: a modern functional group for the new millennium.

Authors:  Kyle A DeKorver; Hongyan Li; Andrew G Lohse; Ryuji Hayashi; Zhenjie Lu; Yu Zhang; Richard P Hsung
Journal:  Chem Rev       Date:  2010-09-08       Impact factor: 60.622

2.  Gold-catalyzed nitrene transfer to activated alkynes: formation of α,β-unsaturated amidines.

Authors:  Chaoqun Li; Liming Zhang
Journal:  Org Lett       Date:  2011-02-25       Impact factor: 6.005

3.  Mechanism of gold(I)-catalyzed rearrangements of acetylenic amine-N-oxides: computational investigations lead to a new mechanism confirmed by experiment.

Authors:  Elizabeth L Noey; Yingdong Luo; Liming Zhang; K N Houk
Journal:  J Am Chem Soc       Date:  2011-12-22       Impact factor: 15.419

4.  Gold-catalyzed highly regioselective oxidation of C-C triple bonds without acid additives: propargyl moieties as masked α,β-unsaturated carbonyls.

Authors:  Biao Lu; Chaoqun Li; Liming Zhang
Journal:  J Am Chem Soc       Date:  2010-10-13       Impact factor: 15.419

5.  A Desulfonylative Approach in Oxidative Gold Catalysis: Regiospecific Access to Donor-Substituted Acyl Gold Carbenes.

Authors:  Hongyi Chen; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2015-08-12       Impact factor: 15.336

6.  Gold(I)-catalyzed cascade cyclization of allenyl epoxides.

Authors:  Michael A Tarselli; J Lucas Zuccarello; Stephen J Lee; Michel R Gagné
Journal:  Org Lett       Date:  2009-08-06       Impact factor: 6.005

7.  Efficient gold(I)/silver(I)-cocatalyzed cascade intermolecular N-Michael addition/intramolecular hydroalkylation of unactivated alkenes with α-ketones.

Authors:  Ya-Ping Xiao; Xin-Yuan Liu; Chi-Ming Che
Journal:  Beilstein J Org Chem       Date:  2011-08-11       Impact factor: 2.883

8.  Construction of cyclic enones via gold-catalyzed oxygen transfer reactions.

Authors:  Leping Liu; Bo Xu; Gerald B Hammond
Journal:  Beilstein J Org Chem       Date:  2011-05-13       Impact factor: 2.883

9.  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

10.  A non-diazo approach to α-oxo gold carbenes via gold-catalyzed alkyne oxidation.

Authors:  Liming Zhang
Journal:  Acc Chem Res       Date:  2014-01-15       Impact factor: 22.384
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