Literature DB >> 23421493

Chiral gold complex-catalyzed hetero-Diels-Alder reaction of diazenes: highly enantioselective and general for dienes.

Bin Liu1, Kang-Nan Li, Shi-Wei Luo, Jian-Zhou Huang, Huan Pang, Liu-Zhu Gong.   

Abstract

A chiral gold(I) complex-catalyzed highly regio- and enantioselective azo hetero-Diels-Alder reaction has been developed. The chiral gold(I) complex acting as a Lewis acid exhibits high efficiency in the activation of urea-based diazene dienophiles. Moreover, this chiral gold catalyst also rendered a cascade intramolecular enyne cycloisomerization/asymmetric azo-HDA reaction.

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Year:  2013        PMID： 23421493     DOI： 10.1021/ja3110472

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


  6 in total

1.  Asymmetric synthesis of chiral 1,2-oxazinane and hexahydropyridazin spirocyclic scaffolds by organocatalytic [4 + 2] cycloaddition.

Authors:  Heng-Zhi Tian; Qing-Gang Tang; Guo-Qiang Lin; Xing-Wen Sun
Journal:  RSC Adv       Date:  2022-05-24       Impact factor: 4.036

Review 2.  Gold(I)-catalyzed enantioselective cycloaddition reactions.

Authors:  Fernando López; José L Mascareñas
Journal:  Beilstein J Org Chem       Date:  2013-10-30       Impact factor: 2.883

3.  Synthesis of axially chiral gold complexes and their applications in asymmetric catalyses.

Authors:  Yin-Wei Sun; Qin Xu; Min Shi
Journal:  Beilstein J Org Chem       Date:  2013-10-28       Impact factor: 2.883

4.  Effect of 2-chloro-substitution of adenine moiety in mixed-ligand gold(I) triphenylphosphine complexes on anti-inflammatory activity: the discrepancy between the in vivo and in vitro models.

Authors:  Jan Hošek; Ján Vančo; Pavel Štarha; Lenka Paráková; Zdeněk Trávníček
Journal:  PLoS One       Date:  2013-11-27       Impact factor: 3.240

5.  Regio- and stereoselective monoepoxidation of dienes using methyltrioxorhenium: synthesis of allylic epoxides.

Authors:  Saroj Ranjan De; Ganesh Kumar; Jawahar L Jat; Saritha Birudaraju; Biao Lu; Rajkumar Manne; Narender Puli; Adeniyi Michael Adebesin; John R Falck
Journal:  J Org Chem       Date:  2014-10-27       Impact factor: 4.354

6.  Enantioselective gold-catalyzed intermolecular [2+2] versus [4+2]-cycloadditions of 3-styrylindoles with N-allenamides: observation of interesting substituent effects.

Authors:  Yidong Wang; Peichao Zhang; Yuan Liu; Fei Xia; Junliang Zhang
Journal:  Chem Sci       Date:  2015-06-23       Impact factor: 9.825
  6 in total

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