Literature DB >> 21780754

Cyclization reaction for the synthesis of polysubstituted naphthalenes in the presence of Au(I) precatalysts.

Arun R Jagdale1, Jong Hyub Park, So Won Youn.   

Abstract

Au(I)-catalyzed cyclization of alkenyl carbonyl compounds leading to a variety of substituted naphthalenes has been developed. This process exploits a dual function of the Au(I) catalyst: (1) the oxophilic nature of the Au(I) catalyst, counterintuitive to the π-acidic reactivities generally associated with Au catalysts, and (2) olefin isomerization supported by the outcome of isotope scrambling experiments. It cannot be completely excluded that TfOH is a true operative catalyst in this protocol. In view of the practicality, the unnecessity of isomerically pure starting material in this reaction is particularly attractive and valuable.

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Year:  2011        PMID: 21780754     DOI: 10.1021/jo201339z

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


  2 in total

1.  Enantioselective synthesis of polycyclic nitrogen heterocycles by Rh-catalyzed alkene hydroacylation: constructing six-membered rings in the absence of chelation assistance.

Authors:  Xiang-Wei Du; Avipsa Ghosh; Levi M Stanley
Journal:  Org Lett       Date:  2014-07-14       Impact factor: 6.005

2.  One-Pot Cannizzaro Cascade Synthesis of ortho-Fused Cycloocta-2,5-dien-1-ones from 2-Bromo(hetero)aryl Aldehydes.

Authors:  Laurence Burroughs; Lee Eccleshare; John Ritchie; Omkar Kulkarni; Barry Lygo; Simon Woodward; William Lewis
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-29       Impact factor: 15.336

  2 in total

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