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Total synthesis of (±)-dihydroisosubamol


Pflasterer, D and Rudolph, M and Yates, BF and Ariafard, A and Hashmi, ASK, Total synthesis of (±)-dihydroisosubamol, Advanced Synthesis and Catalysis, 359, (5) pp. 866-874. ISSN 1615-4150 (2017) [Refereed Article]

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Copyright 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

DOI: doi:10.1002/adsc.201600663


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 Details

Item Type:Refereed Article
Keywords:dibenzocycloheptanoides, natural products, total synthesis, dibenzocycloheptenes, gold
Research Division:Chemical Sciences
Research Group:Inorganic chemistry
Research Field:Transition metal chemistry
Objective Division:Expanding Knowledge
Objective Group:Expanding knowledge
Objective Field:Expanding knowledge in the chemical sciences
UTAS Author:Yates, BF (Professor Brian Yates)
UTAS Author:Ariafard, A (Associate Professor Alireza Ariafard)
ID Code:124754
Year Published:2017
Web of Science® Times Cited:18
Deposited By:Chemistry
Deposited On:2018-03-07
Last Modified:2018-04-17

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