Literature DB >> 15853316

Intramolecular [4 + 2] cycloadditions of 1,3-enynes or arylalkynes with alkenes with highly reactive cationic phosphine Au(I) complexes.

Cristina Nieto-Oberhuber1, Salomé López, Antonio M Echavarren.   

Abstract

New Au(I) complexes with bulky, biphenyl phosphines are the most reactive catalysts for the cyclizations of enynes. 1,6-Enynes with an aryl ring at the alkyne give 2,3,9,9a-tetrahydro-1H-cyclopenta[b]naphthalenes by a 5-exo-dig cyclization followed by a Nazarov-type ring expansion. 1,8-Dien-3-ynes also cyclize by a 5-exo-dig pathway to form hydrindanes.

Entities:  

Year:  2005        PMID: 15853316     DOI: 10.1021/ja042257t

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


  46 in total

1.  Gold-catalyzed 1,2-migration of silicon, tin, and germanium en route to C-2 substituted fused pyrrole-containing heterocycles.

Authors:  Ilya V Seregin; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2006-09-20       Impact factor: 15.419

2.  Gold-catalyzed cycloisomerization of 1,5-allenynes via dual activation of an ene reaction.

Authors:  Paul Ha-Yeon Cheong; Philip Morganelli; Michael R Luzung; K N Houk; F Dean Toste
Journal:  J Am Chem Soc       Date:  2008-03-08       Impact factor: 15.419

3.  1,2-Halogen migration in haloallenyl ketones: regiodivergent synthesis of halofurans.

Authors:  Anna W Sromek; Marina Rubina; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2005-08-03       Impact factor: 15.419

4.  Rapid access to chroman-3-ones through gold-catalyzed oxidation of propargyl aryl ethers.

Authors:  Yanzhao Wang; Kegong Ji; Sylvester Lan; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2012-01-13       Impact factor: 15.336

5.  Differential reactivities of enyne substrates in ruthenium- and palladium-catalyzed cycloisomerizations.

Authors:  Barry M Trost; Alicia C Gutierrez; Eric M Ferreira
Journal:  J Am Chem Soc       Date:  2010-07-07       Impact factor: 15.419

Review 6.  Biaryl phosphane ligands in palladium-catalyzed amination.

Authors:  David S Surry; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

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.  Multisubstituted N-fused heterocycles via transition metal-catalyzed cycloisomerization protocols.

Authors:  Ilya V Seregin; Alex W Schammel; Vladimir Gevorgyan
Journal:  Tetrahedron       Date:  2008-07-14       Impact factor: 2.457

9.  Gold-catalyzed transannular [4+3] cycloaddition reactions.

Authors:  Benjamin W Gung; Derek T Craft; Lauren N Bailey; Kristin Kirschbaum
Journal:  Chemistry       Date:  2010-01-11       Impact factor: 5.236

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

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