Literature DB >> 31478048

Benzannulated spiroketal natural products: isolation, biological activity, biosynthesis, and total synthesis.

Rachel M Gillard1, Margaret A Brimble2.   

Abstract

The spiroketal moiety is an important privileged scaffold that occurs extensively in natural products, drugs, and bioactive molecules. Naturally occurring spiroketals are numerous, however aryl-fused spiroketals are relatively rare. The only comprehensive review disclosing the isolation, biological activity, and synthesis of benzannulated spiroketal natural products was published nearly a decade ago. This review will serve as an update of the 2009 review and include all known families of benzannulated spiroketals, detailing their isolation and biological activity where relevant. Although not exhaustive, endeavours towards their total synthesis will be discussed.

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Year:  2019        PMID: 31478048     DOI: 10.1039/c9ob01598a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  3 in total

1.  1,5-Hydrogen Atom Transfer/Surzur-Tanner Rearrangement: A Radical Cascade Approach for the Synthesis of 1,6-Dioxaspiro[4.5]decane and 6,8-Dioxabicyclo[3.2.1]octane Scaffolds in Carbohydrate Systems.

Authors:  Elisa I León; Ángeles Martín; Adrián S Montes; Inés Pérez-Martín; María Del Sol Rodríguez; Ernesto Suárez
Journal:  J Org Chem       Date:  2021-09-23       Impact factor: 4.354

2.  Total Syntheses of (+)-Peniciketals A-B and (-)-Diocollettines A Exploiting a Photoisomerization/Cyclization Union Protocol.

Authors:  Yifan Deng; Yike Zou; Chia-Ping H Yang; K N Houk; Amos B Smith
Journal:  J Org Chem       Date:  2021-09-12       Impact factor: 4.198

3.  Enantioselective Total Synthesis of (+)-Peniciketals A and B: Two Architecturally Complex Spiroketals.

Authors:  Yifan Deng; Chia-Ping H Yang; Amos B Smith Iii
Journal:  J Am Chem Soc       Date:  2021-01-26       Impact factor: 15.419

  3 in total

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