Literature DB >> 23641859

Gold-catalyzed reactions between alkenyldiazo carbonyl species and acetals.

Vinayak Vishnu Pagar1, Appaso M Jadhav, Rai-Shung Liu.   

Abstract

In the presence of catalyst IPrAuSbF6 catalyst (IPr = 1,3-bis(diisopropylphenyl)imidazol-2-ylidene), alkenyldiazo carbonyl species react with organic acetals to give E-configured alkyl 3,5-dimethoxy-5-pent-2-enoates stereoselectively. This reaction sequence comprises an initial Prins-type reaction, followed by gold carbene formation.

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Year:  2013        PMID: 23641859     DOI: 10.1021/jo400419d

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Enantioselective oxidative gold catalysis enabled by a designed chiral P,N-bidentate ligand.

Authors:  Kegong Ji; Zhitong Zheng; Zhixun Wang; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2014-11-27       Impact factor: 15.336

2.  A Desulfonylative Approach in Oxidative Gold Catalysis: Regiospecific Access to Donor-Substituted Acyl Gold Carbenes.

Authors:  Hongyi Chen; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2015-08-12       Impact factor: 15.336

3.  Expanding the horizon of intermolecular trapping of in situ generated α-oxo gold carbenes: efficient oxidative union of allylic sulfides and terminal alkynes via C-C bond formation.

Authors:  Jiabin Li; Kegong Ji; Renhua Zheng; Jonathan Nelson; Liming Zhang
Journal:  Chem Commun (Camb)       Date:  2014-04-21       Impact factor: 6.222

4.  Ionization of gold (γ-methoxy)vinyl complexes generates reactive gold vinyl carbene complexes.

Authors:  Nana Kim; Ross A Widenhoefer
Journal:  Chem Sci       Date:  2019-05-10       Impact factor: 9.825

5.  A non-diazo approach to α-oxo gold carbenes via gold-catalyzed alkyne oxidation.

Authors:  Liming Zhang
Journal:  Acc Chem Res       Date:  2014-01-15       Impact factor: 22.384

  5 in total

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