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Literature DB >> 19961192

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

Abstract

An enantioselective gold(I)-catalyzed intramolecular [4 + 2]-cycloaddition of allenes and dienes is reported. The reactions allow for the asymmetric synthesis of trans-hexahydroindenes and pyrrolidine products using C(3)-symmetric phosphitegold(I) and ortho-arylphosphoramiditegold(I) complexes as catalysts, respectively.

Entities: Chemical Disease Gene

Mesh：

Substances：
Alkadienes
Gold

Year: 2010 PMID： 19961192 PMCID： PMC2798906 DOI： 10.1021/ol902622b

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

32 in total

1. 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

2. Gold-catalyzed organic reactions.

Authors: A Stephen K Hashmi
Journal: Chem Rev Date: 2007-06-20 Impact factor: 60.622

3. Gold(I)-catalyzed [2 + 2]-cycloaddition of allenenes.

Authors: Michael R Luzung; Pablo Mauleón; F Dean Toste
Journal: J Am Chem Soc Date: 2007-09-21 Impact factor: 15.419

4. Homogeneous catalytic hydroamination of alkynes and allenes with ammonia.

Authors: Vincent Lavallo; Guido D Frey; Bruno Donnadieu; Michele Soleilhavoup; Guy Bertrand
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

5. 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

6. Stereoselective synthesis of vinylsilanes by a gold(I)-catalyzed acetylenic sila-cope rearrangement.

Authors: Yoshikazu Horino; Michael R Luzung; F Dean Toste
Journal: J Am Chem Soc Date: 2006-09-06 Impact factor: 15.419

7. Catalytic enantioselective Conia-ene reaction.

Authors: Britton K Corkey; F Dean Toste
Journal: J Am Chem Soc Date: 2005-12-14 Impact factor: 15.419

8. Gold-catalyzed [4C+2C] cycloadditions of allenedienes, including an enantioselective version with new phosphoramidite-based catalysts: mechanistic aspects of the divergence between [4C+3C] and [4C+2C] pathways.

Authors: Isaac Alonso; Beatriz Trillo; Fernando López; Sergi Montserrat; Gregori Ujaque; Luis Castedo; Agustí Lledós; Jose L Mascareñas
Journal: J Am Chem Soc Date: 2009-09-16 Impact factor: 15.419

9. 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

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

Authors: David J Gorin; Iain D G Watson; F Dean Toste
Journal: J Am Chem Soc Date: 2008-03-06 Impact factor: 15.419

17 in total

1. Deacylative allylation: allylic alkylation via retro-Claisen activation.

Authors: Alexander J Grenning; Jon A Tunge
Journal: J Am Chem Soc Date: 2011-08-24 Impact factor: 15.419

2. 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

3. Chiral Brønsted acid from a cationic gold(I) complex: catalytic enantioselective protonation of silyl enol ethers of ketones.

Authors: Cheol Hong Cheon; Osamu Kanno; F Dean Toste
Journal: J Am Chem Soc Date: 2011-08-04 Impact factor: 15.419

4. Accessing alternative reaction pathways of the intermolecular condensation between homo-propargyl alcohols and terminal alkynes through divergent gold catalysis.

Authors: Courtney A Smith; Stephen E Motika; Lukasz Wojtas; Xiaodong Shi
Journal: Chem Commun (Camb) Date: 2017-02-16 Impact factor: 6.222