Total synthesis of (±)-dihydroisosubamol

We herein report the first total synthesis of the dibenzocycloheptanoide (±)-dihydroisosubamol. The key step includes a recently developed gold-catalysed hydroarylation reaction for the construction of the dibenzocycloheptene motif. Additional steps are a Suzuki-Miyaura cross coupling, a palladium-c...

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Bibliographic Details
Main Authors: Pflästerer, Daniel (Author) , Rudolph, Matthias (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: 2017
In: Advanced synthesis & catalysis
Year: 2016, Volume: 359, Issue: 5, Pages: 866-874
ISSN:1615-4169
DOI:10.1002/adsc.201600663
Online Access:Verlag, Volltext: http://dx.doi.org/10.1002/adsc.201600663
Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/adsc.201600663/abstract
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Author Notes:Daniel Pflästerer, Matthias Rudolph, Brian F. Yates, Alireza Ariafard, and A. Stephen K. Hashmi
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Summary:We herein report the first total synthesis of the dibenzocycloheptanoide (±)-dihydroisosubamol. The key step includes a recently developed gold-catalysed hydroarylation reaction for the construction of the dibenzocycloheptene motif. Additional steps are a Suzuki-Miyaura cross coupling, a palladium-catalysed hydroxylation and an allylic oxidation. To access the saturated seven-membered ring system an iridium-catalysed hydrogenation proved to be successful.
Item Description:Online published: 23 December 2016
Gesehen am 23.08.2017
Physical Description:Online Resource
ISSN:1615-4169
DOI:10.1002/adsc.201600663