Literature DB >> 15853318

PdCl2-catalyzed two-component cross-coupling cyclization of 2,3-allenoic acids with 2,3-allenols. An efficient synthesis of 4-(1',3'-dien-2'-yl)-2(5H)-furanone derivatives.

Shengming Ma1, Zhenhua Gu.   

Abstract

Cross-coupling cyclization reaction between 2,3-allenoic acids 1 and 2,3-allenols 2, in which two allenes functioned differently, was realized to afford 4-(1',3'-dien-2'-yl)-2(5H)-furanone derivatives 3. The reaction may proceed via an oxypalladation, insertion, and beta-hydroxide elimination process. A high E-stereoselectivity of the new formed C=C double bond was observed.

Entities:  

Year:  2005        PMID: 15853318     DOI: 10.1021/ja0500815

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


  3 in total

1.  Organo-manganese η2-auxiliary directed reactions: a diastereoselective approach to 2,3-allenols.

Authors:  Animesh Roy; Bilal A Bhat; Salvatore D Lepore
Journal:  Org Lett       Date:  2015-02-09       Impact factor: 6.005

2.  Diastereo- and Enantioselective 1,4-Difunctionalization of Borylenynes by Catalytic Conjunctive Cross-Coupling.

Authors:  Chunyin Law; Elton Kativhu; Johnny Wang; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-15       Impact factor: 15.336

3.  5-Hy-droxy-7-phenyl-5-(prop-2-yn-1-yl)-5,6-dihydro-1-benzofuran-2(4H)-one monohydrate.

Authors:  Laura Torre-Fernández; Marcos G Suero; Santiago García-Granda
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-10-20
  3 in total

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