Literature DB >> 12153275

Oxa-enediynes: probing the electronic and stereoelectronic contributions to the Bergman cycloaromatization.

Graham B Jones1, Justin M Wright, George Hynd, Justin K Wyatt, Philip M Warner, Robert S Huber, Aiwen Li, Michael W Kilgore, Robert P Sticca, Richard S Pollenz.   

Abstract

Efficient routes to three classes of 10-membered oxa-enediynes are presented. The electronic and stereoelectronic contributions to half-lives are supported by density functional theory calculations. One member of this class cyclizes to give an isochroman which binds to and degrades the aryl hydrocarbon receptor (AhR).

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Year:  2002        PMID: 12153275     DOI: 10.1021/jo0256888

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


  2 in total

1.  Triggering of the Bergman cyclization by photochemical ring contraction. Facile cycloaromatization of benzannulated cyclodeca-3,7-diene-1,5-diynes.

Authors:  Grigori V Karpov; Vladimir V Popik
Journal:  J Am Chem Soc       Date:  2007-03-13       Impact factor: 15.419

2.  Nucleophilic Addition of Enolates to 1,4-Dehydrobenzene Diradicals Derived from Enediynes: Synthesis of Functionalized Aromatics.

Authors:  Annadka Shrinidhi; Charles L Perrin
Journal:  ACS Omega       Date:  2022-06-23
  2 in total

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