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Total synthesis of (±)-dihydroisosubamol
Citation
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]
Copyright Statement
Copyright 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
DOI: doi:10.1002/adsc.201600663
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 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: | 15 |
| Deposited By: | Chemistry |
| Deposited On: | 2018-03-07 |
| Last Modified: | 2018-04-17 |
| Downloads: | 0 |
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