Literature DB >> 22280015

Total synthsis of (+)-ambuic acid: α-bromination with 1,2-dibromotetrachloroethane.

Sun Hee Jung1, Geum-Sook Hwang, Sung Il Lee, Do Hyun Ryu.   

Abstract

Total synthesis of (+)-ambuic acid has been accomplished from the readily available stereocontrolled Diels-Alder adduct of cyclopentadiene and iodo-1,4-benzoquinone monoketal through an efficient series of steps. A new method for the highly commendable synthesis of α-brominated Diels-Alder adduct is described.

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Year:  2012        PMID: 22280015     DOI: 10.1021/jo202357s

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


  3 in total

1.  Synthesis of o-chlorophenols via an unexpected nucleophilic chlorination of quinone monoketals mediated by N,N'-dimethylhydrazine dihydrochloride.

Authors:  Zhiwei Yin; Jinzhu Zhang; Jing Wu; Riana Green; Sihan Li; Shengping Zheng
Journal:  Org Biomol Chem       Date:  2014-05-14       Impact factor: 3.876

2.  Anti-proliferative ambuic acid derivatives from Hawaiian endophytic fungus Pestalotiopsis sp. FT172.

Authors:  Chun-Shun Li; Bao-Jun Yang; James Turkson; Shugeng Cao
Journal:  Phytochemistry       Date:  2017-08       Impact factor: 4.072

3.  The Discovery and Structure-Activity Evaluation of (+)-Floyocidin B and Synthetic Analogs.

Authors:  Yolanda Kleiner; Christoph Pöverlein; Jannike Klädtke; Michael Kurz; Henrik F König; Jonathan Becker; Sanja Mihajlovic; Florian Zubeil; Michael Marner; Andreas Vilcinskas; Till F Schäberle; Peter Hammann; Sören M M Schuler; Armin Bauer
Journal:  ChemMedChem       Date:  2021-11-17       Impact factor: 3.540

  3 in total

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