Literature DB >> 18193886

Versatile and expeditious synthesis of aurones via Au I-catalyzed cyclization.

Hassina Harkat1, Aurélien Blanc, Jean-Marc Weibel, Patrick Pale.   

Abstract

Aurones are conveniently formed in a three-step procedure including a goldI-catalyzed cyclization of 2-(1-hydroxyprop-2-ynyl)phenols as a highly regio- and stereoselective key step. A wide diversity of derivatives can be obtained starting from substituted salicylaldehydes. Synthesis of natural 4,6,3',4'-tetramethoxyaurone and structure revision of two natural products (dalmaisione D and 4'-chloroaurone) were achieved.

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Year:  2008        PMID: 18193886     DOI: 10.1021/jo702197b

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


  8 in total

1.  3,5-Dibromo-2-hydroxy-benzaldehyde.

Authors:  Ying Fan; Wei You; Hui-Fen Qian; Jian-Lan Liu; Wei Huang
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-04-04

2.  Reactivity of diphenylpropynone derivatives toward metal-associated amyloid-β species.

Authors:  Amit S Pithadia; Akiko Kochi; Molly T Soper; Michael W Beck; Yuzhong Liu; Sanghyun Lee; Alaina S DeToma; Brandon T Ruotolo; Mi Hee Lim
Journal:  Inorg Chem       Date:  2012-11-15       Impact factor: 5.165

3.  Stereocontrolled Synthesis of Spiroketals: An Engine for Chemical and Biological Discovery.

Authors:  Alyssa L Verano; Derek S Tan
Journal:  Isr J Chem       Date:  2017-03-10       Impact factor: 3.333

4.  catena-Poly[copper(II)-bis(μ-2,4-dichloro-6-formyl-phenolato)-κO,O':Cl;κCl:O,O'].

Authors:  Ying Fan; Wei You; Jian-Lan Liu; Hui-Fen Qian; Wei Huang
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-07-09

5.  Sequential Au(I)-catalyzed reaction of water with o-acetylenyl-substituted phenyldiazoacetates.

Authors:  Lei Zhou; Yizhou Liu; Yan Zhang; Jianbo Wang
Journal:  Beilstein J Org Chem       Date:  2011-05-18       Impact factor: 2.883

Review 6.  Gold-catalyzed cyclizations of alkynol-based compounds: synthesis of natural products and derivatives.

Authors:  Benito Alcaide; Pedro Almendros; José M Alonso
Journal:  Molecules       Date:  2011-09-13       Impact factor: 4.411

7.  Aurone-derived 1,2,3-triazoles as potential fluorescence molecules in vitro.

Authors:  Daniel L Bryant; Arjun Kafle; Scott T Handy; Anthony L Farone; Justin M Miller
Journal:  RSC Adv       Date:  2022-08-12       Impact factor: 4.036

8.  Solvent-dependent divergent functions of Sc(OTf)₃ in stereoselective epoxide-opening spiroketalizations.

Authors:  Indrajeet Sharma; Jacqueline M Wurst; Derek S Tan
Journal:  Org Lett       Date:  2014-04-17       Impact factor: 6.005

  8 in total

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