Literature DB >> 18318026

1,2-Alkyl migration as a key element in the invention of cascade reactions catalyzed by pi-acids.

Benedikt Crone1, Stefan F Kirsch.   

Abstract

This brief overview highlights recent progress in the field of cascade reactions that are initiated by the activation of a pi-system using platinum and gold catalysts and that are coupled with a 1,2-alkyl migration step. While the reactions discussed aim to rapidly evolve molecular complexity, they are experimentally straightforward and easy to perform. Primarily guided by the type of 1,2-alkyl migration, methods are categorized as shifts to metal carbenoid centers and pinacol-type rearrangements.

Entities:  

Year:  2008        PMID: 18318026     DOI: 10.1002/chem.200701985

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  19 in total

1.  Copper-, Silver-, and Gold-Catalyzed Migratory Cycloisomerizations Leading to Heterocyclic Five-Membered Rings.

Authors:  Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Aldrichimica Acta       Date:  2010       Impact factor: 3.667

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

Review 3.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

4.  Synthesis of furans and pyrroles via migratory and double migratory cycloisomerization reactions of homopropargylic aldehydes and imines.

Authors:  Roohollah Kazem Shiroodi; Claudia I Rivera Vera; Alexander S Dudnik; Vladimir Gevorgyan
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

5.  A Reactivity-Driven Approach to the Discovery and Development of Gold-Catalyzed Organic Reactions.

Authors:  Nathan D Shapiro; F Dean Toste
Journal:  Synlett       Date:  2010-03-01       Impact factor: 2.454

6.  On the validity of Au-vinylidenes in the gold-catalyzed 1,2-migratory cycloisomerization of skipped propargylpyridines.

Authors:  Yuanzhi Xia; Alexander S Dudnik; Yahong Li; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2010-11-11       Impact factor: 6.005

7.  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

8.  Gold(I)-catalyzed enantioselective ring expansion of allenylcyclopropanols.

Authors:  Florian Kleinbeck; F Dean Toste
Journal:  J Am Chem Soc       Date:  2009-07-08       Impact factor: 15.419

9.  Au(I)-catalyzed ring expanding cycloisomerizations: total synthesis of ventricosene.

Authors:  Steven G Sethofer; Steven T Staben; Olivia Y Hung; F Dean Toste
Journal:  Org Lett       Date:  2008-08-30       Impact factor: 6.005

10.  Metal-catalyzed cascade rearrangements of 3-alkynyl flavone ethers.

Authors:  Yuan Xiong; Scott E Schaus; John A Porco
Journal:  Org Lett       Date:  2013-04-10       Impact factor: 6.005

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