Literature DB >> 17316009

A metathesis-based approach to the synthesis of furans.

Timothy J Donohoe1, Lisa P Fishlock, Adam R Lacy, Panayiotis A Procopiou.   

Abstract

The enol ether-olefin ring-closing metathesis reaction has been employed to generate 2,3-dihydrofurans that are equipped with a leaving group. These substrates are at the correct oxidation state to undergo an acid-catalyzed aromatization, and this strategy has been utilized to provide a mild and rapid route (four steps) to a range of novel 2,5-disubstituted furans. [reaction: see text]

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Year:  2007        PMID: 17316009     DOI: 10.1021/ol062933r

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


  3 in total

Review 1.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

2.  Olefin cross-metathesis-based approaches to furans: procedures for the preparation of di- and trisubstituted variants.

Authors:  Timothy J Donohoe; John F Bower; José A Basutto
Journal:  Nat Protoc       Date:  2010-12-02       Impact factor: 13.491

3.  An expedient route to substituted furans via olefin cross-metathesis.

Authors:  Timothy J Donohoe; John F Bower
Journal:  Proc Natl Acad Sci U S A       Date:  2010-02-08       Impact factor: 11.205

  3 in total

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