Literature DB >> 18321110

Fluorenes and styrenes by Au(I)-catalyzed annulation of enynes and alkynes.

David J Gorin1, Iain D G Watson, F Dean Toste.   

Abstract

Intermolecular annulation of enynes and propargyl esters to selectively produce styrenes or fluorenes is reported. The divergent arene syntheses involve a Au-catalyzed, two-pot, multistep process proceeding by cis-diastereoselective cyclopropanation, cycloisomerization, and, finally, annulation or elimination.

Entities:  

Mesh：

Substances：

Year:  2008        PMID： 18321110      PMCID： PMC2995287          DOI： 10.1021/ja710990d

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  18 in total

1.  Recent advances in the transition-metal-catalyzed regioselective approaches to polysubstituted benzene derivatives.

Authors:  S Saito; Y Yamamoto
Journal:  Chem Rev       Date:  2000-08-09       Impact factor: 60.622

2.  Synthesis of aromatic ketones by a transition metal-catalyzed tandem sequence.

Authors:  Jing Zhao; Colin O Hughes; F Dean Toste
Journal:  J Am Chem Soc       Date:  2006-06-14       Impact factor: 15.419

3.  Molecular diversity through gold catalysis with alkynes.

Authors:  Eloísa Jiménez-Núñez; Antonio M Echavarren
Journal:  Chem Commun (Camb)       Date:  2006-11-09       Impact factor: 6.222

Review 4.  Relativistic effects in homogeneous gold catalysis.

Authors:  David J Gorin; F Dean Toste
Journal:  Nature       Date:  2007-03-22       Impact factor: 49.962

5.  Transition metal chemistry of cyclopropenes and cyclopropanes.

Authors:  Michael Rubin; Marina Rubina; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2007-07       Impact factor: 60.622

6.  Gold(I)-catalyzed stereoselective olefin cyclopropanation.

Authors:  Magnus J Johansson; David J Gorin; Steven T Staben; F Dean Toste
Journal:  J Am Chem Soc       Date:  2005-12-28       Impact factor: 15.419

7.  Gold-catalyzed intramolecular [3 + 2]-cycloaddition of arenyne-yne functionalities.

Authors:  Jian-Jou Lian; Po-Chiang Chen; Yau-Ping Lin; Hao-Chun Ting; Rai-Shung Liu
Journal:  J Am Chem Soc       Date:  2006-09-06       Impact factor: 15.419

8.  Ruthenium-catalyzed cyclopropanation of alkenes using propargylic carboxylates as precursors of vinylcarbenoids.

Authors:  Koji Miki; Kouichi Ohe; Sakae Uemura
Journal:  J Org Chem       Date:  2003-10-31       Impact factor: 4.354

9.  Cobalt-catalyzed cyclotrimerization of alkynes: the answer to the puzzle of parallel reaction pathways.

Authors:  Nicolas Agenet; Vincent Gandon; K Peter C Vollhardt; Max Malacria; Corinne Aubert
Journal:  J Am Chem Soc       Date:  2007-06-22       Impact factor: 15.419

10.  AuCl(3)-catalyzed benzannulation: synthesis of naphthyl ketone derivatives from o-alkynylbenzaldehydes with alkynes.

Authors:  Naoki Asao; Kumiko Takahashi; Sunyoung Lee; Taisuke Kasahara; Yoshinori Yamamoto
Journal:  J Am Chem Soc       Date:  2002-10-30       Impact factor: 15.419
View more
  23 in total

1.  Gold(I)-catalyzed enantioselective [3+2] and [3+3] cycloaddition reactions of propargyl acetals/ketals.

Authors:  Cristina Navarro; Nathan D Shapiro; Maurizio Bernasconi; Takahiro Horibe; F Dean Toste
Journal:  Tetrahedron       Date:  2015-09-02       Impact factor: 2.457

2.  Computation-guided development of Au-catalyzed cycloisomerizations proceeding via 1,2-Si or 1,2-H migrations: regiodivergent synthesis of silylfurans.

Authors:  Alexander S Dudnik; Yuanzhi Xia; Yahong Li; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2010-06-09       Impact factor: 15.419

3.  Rhodium-catalyzed intra- and intermolecular [5 + 2] cycloaddition of 3-acyloxy-1,4-enyne and alkyne with concomitant 1,2-acyloxy migration.

Authors:  Xing-Zhong Shu; Xiaoxun Li; Dongxu Shu; Suyu Huang; Casi M Schienebeck; Xin Zhou; Patrick J Robichaux; Weiping Tang
Journal:  J Am Chem Soc       Date:  2012-03-12       Impact factor: 15.419

4.  Control of selectivity in heterogeneous catalysis by tuning nanoparticle properties and reactor residence time.

Authors:  Elad Gross; Jack Hung-Chang Liu; F Dean Toste; Gabor A Somorjai
Journal:  Nat Chem       Date:  2012-09-30       Impact factor: 24.427

5.  Interception of a Rautenstrauch intermediate by alkynes for [5+2] cycloaddition: rhodium-catalyzed cycloisomerization of 3-acyloxy-4-ene-1,9-diynes to bicyclo[5.3.0]decatrienes.

Authors:  Xing-zhong Shu; Suyu Huang; Dongxu Shu; Ilia A Guzei; Weiping Tang
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-11       Impact factor: 15.336

6.  Gold(I)-catalyzed enantioselective synthesis of benzopyrans via rearrangement of allylic oxonium intermediates.

Authors:  Minoru Uemura; Iain D G Watson; Mikimoto Katsukawa; F Dean Toste
Journal:  J Am Chem Soc       Date:  2009-03-18       Impact factor: 15.419

7.  Gold(I)-catalyzed enantioselective [4 + 2]-cycloaddition of allene-dienes.

Authors:  Ana Z González; F Dean Toste
Journal:  Org Lett       Date:  2010-01-01       Impact factor: 6.005

8.  Mechanistic studies on Au(I)-catalyzed [3,3]-sigmatropic rearrangements using cyclopropane probes.

Authors:  Pablo Mauleón; Jamin L Krinsky; F Dean Toste
Journal:  J Am Chem Soc       Date:  2009-04-01       Impact factor: 15.419

9.  Synthesis of azepines by a gold-catalyzed intermolecular [4 + 3]-annulation.

Authors:  Nathan D Shapiro; F Dean Toste
Journal:  J Am Chem Soc       Date:  2008-06-25       Impact factor: 15.419

10.  Ligand-controlled access to [4 + 2] and [4 + 3] cycloadditions in gold-catalyzed reactions of allene-dienes.

Authors:  Pablo Mauleón; Rachel M Zeldin; Ana Z González; F Dean Toste
Journal:  J Am Chem Soc       Date:  2009-05-13       Impact factor: 15.419
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.