Literature DB >> 18498193

Synthesis of catechins via thiourea/AuCl(3)-catalyzed cycloalkylation of aryl epoxides.

Yongxiang Liu1, Xiben Li, Guang Lin, Zheng Xiang, Jing Xiang, Mingzhe Zhao, Jiahua Chen, Zhen Yang.   

Abstract

A diversity-oriented approach for the synthesis of structurally diverse catechins was achieved in good yields via thiourea/AuCl(3)/AgOTf-catalyzed annulations of aryl epoxides under mild conditions. This new protocol provides a highly efficient entry to a library of catechins-derived natural products, notably anti-HIV agent 8-C-ascorbyl-(-)-epigallocatechin.

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Year:  2008        PMID: 18498193     DOI: 10.1021/jo8005649

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


  6 in total

1.  Synthesis of a tetrasubstituted tetrahydronaphthalene scaffold for α-helix mimicry via a MgBr2-catalyzed Friedel-Crafts epoxide cycloalkylation.

Authors:  Devan Naduthambi; Santosh Bhor; Michael B Elbaum; Neal J Zondlo
Journal:  Org Lett       Date:  2013-09-09       Impact factor: 6.005

2.  Asymmetric synthesis of flavanols via Cu-catalyzed kinetic resolution of chromenes and their anti-inflammatory activity.

Authors:  Qingjing Yang; Zihao Wang; Catherine Hong Huan Hor; Haitao Xiao; Zhaoxiang Bian; Jun Joelle Wang
Journal:  Sci Adv       Date:  2022-06-03       Impact factor: 14.957

3.  Gold(I)-catalyzed cascade cyclization of allenyl epoxides.

Authors:  Michael A Tarselli; J Lucas Zuccarello; Stephen J Lee; Michel R Gagné
Journal:  Org Lett       Date:  2009-08-06       Impact factor: 6.005

4.  Procyanidins Negatively Affect the Activity of the Phosphatases of Regenerating Liver.

Authors:  Sven Stadlbauer; Pablo Rios; Ken Ohmori; Keisuke Suzuki; Maja Köhn
Journal:  PLoS One       Date:  2015-07-30       Impact factor: 3.240

5.  Improved synthesis of structural analogues of (-)-epicatechin gallate for modulation of staphylococcal β-lactam resistance.

Authors:  James C Anderson; Helen Grounds; Suzanna Reeves; Peter W Taylor
Journal:  Tetrahedron       Date:  2014-05-27       Impact factor: 2.457

Review 6.  Chiral Flavonoids as Antitumor Agents.

Authors:  Cláudia Pinto; Honorina Cidade; Madalena Pinto; Maria Elizabeth Tiritan
Journal:  Pharmaceuticals (Basel)       Date:  2021-12-05
  6 in total

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