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Total synthesis of (±)-dihydroisosubamol
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Pflasterer, D, Rudolph, M, Yates, BF
ORCID: 0000-0001-9663-3301, Ariafard, A
ORCID: 0000-0003-2383-6380 and Hashmi, ASK 2017
, 'Total synthesis of (±)-dihydroisosubamol'
, Advanced Synthesis and Catalysis, vol. 359, no. 5
, 866–874
, doi: 10.1002/adsc.201600663.


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Abstract
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 Type: | Article |
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Authors/Creators: | Pflasterer, D and Rudolph, M and Yates, BF and Ariafard, A and Hashmi, ASK |
Keywords: | dibenzocycloheptanoides, natural products, total synthesis, dibenzocycloheptenes, gold |
Journal or Publication Title: | Advanced Synthesis and Catalysis |
Publisher: | Wiley-V C H Verlag Gmbh |
ISSN: | 1615-4150 |
DOI / ID Number: | 10.1002/adsc.201600663 |
Copyright Information: | Copyright 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim |
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