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  Second-Generation Total Synthesis of Prorocentin

Yahata, K., Zachmann, R. J., & Fürstner, A. (2023). Second-Generation Total Synthesis of Prorocentin. Organic Letters, 25(26), 4903-4907. doi:10.1021/acs.orglett.3c01720.

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Item Permalink: https://hdl.handle.net/21.11116/0000-000D-B318-E Version Permalink: https://hdl.handle.net/21.11116/0000-000D-B319-D
Genre: Journal Article

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442_supporting information.pdf (Supplementary material), 5MB
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 Creators:
Yahata, Kenzo1, Author           
Zachmann, Raphael J.1, Author           
Fürstner, Alois1, Author           
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1Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              

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 Abstract: After a recent total synthesis had resolved all issues surrounding the constitution and stereostructure of prorocentin, it was possible to devise a new approach aiming at an improved supply of this scarce marine natural product; this compound is a cometabolite of the prototypical phosphatase inhibitor okadaic acid but still awaits detailed biological profiling. The revised entry starts from 2-deoxy-D-glucose; keys to success were a telescoped hemiacetal reduction/acetal cleavage and an exquisitely selective gold/Brønsted acid-cocatalyzed spiroacetalization.

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Language(s): eng - English
 Dates: 2023-05-262023-06-262023-07-07
 Publication Status: Issued
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/acs.orglett.3c01720
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Title: Organic Letters
  Abbreviation : Org. Lett.
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 25 (26) Sequence Number: - Start / End Page: 4903 - 4907 Identifier: ISSN: 1523-7060
CoNE: https://pure.mpg.de/cone/journals/resource/954925626338