Literature DB >> 23560611

Synthesis of the griseusin B framework via a one-pot annulation-methylation-double deprotection-spirocyclization sequence.

Briar J Naysmith1, Margaret A Brimble.   

Abstract

A highly convergent synthesis of the griseusin B scaffold is described. The key step involves an efficient one-pot Hauser-Kraus annulation-methylation-double deprotection-spirocyclization sequence that directly affords the target parent tetracyclic ring system.

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Year:  2013        PMID: 23560611     DOI: 10.1021/ol400686f

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


  6 in total

Review 1.  A comprehensive review of glycosylated bacterial natural products.

Authors:  Sherif I Elshahawi; Khaled A Shaaban; Madan K Kharel; Jon S Thorson
Journal:  Chem Soc Rev       Date:  2015-11-07       Impact factor: 54.564

2.  A divergent enantioselective strategy for the synthesis of griseusins.

Authors:  Yinan Zhang; Qing Ye; Xiachang Wang; Qing-Bai She; Jon S Thorson
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-31       Impact factor: 15.336

Review 3.  Recent advancements in synthetic methodologies of 3-substituted phthalides and their application in the total synthesis of biologically active natural products.

Authors:  Amardeep Awasthi; Mandeep Singh; Garima Rathee; Ramesh Chandra
Journal:  RSC Adv       Date:  2020-03-27       Impact factor: 4.036

Review 4.  Spirocyclic Motifs in Natural Products.

Authors:  Evgeny Chupakhin; Olga Babich; Alexander Prosekov; Lyudmila Asyakina; Mikhail Krasavin
Journal:  Molecules       Date:  2019-11-17       Impact factor: 4.411

5.  Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins.

Authors:  Joyeeta Roy; Tanushree Mal; Supriti Jana; Dipakranjan Mal
Journal:  Beilstein J Org Chem       Date:  2016-03-16       Impact factor: 2.883

6.  Total synthesis of griseusins and elucidation of the griseusin mechanism of action.

Authors:  Yinan Zhang; Qing Ye; Larissa V Ponomareva; Yanan Cao; Yang Liu; Zheng Cui; Steven G Van Lanen; S Randal Voss; Qing-Bai She; Jon S Thorson
Journal:  Chem Sci       Date:  2019-06-27       Impact factor: 9.825

  6 in total

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