Singh, Vipin Kumar ; Chakraborty, Tushar Kanti (2021) Total Synthesis of Panaginsene Chemistry – An Asian Journal, 16 (7). pp. 753-756. ISSN 1861-4728
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Official URL: http://doi.org/10.1002/asia.202100144
Related URL: http://dx.doi.org/10.1002/asia.202100144
Abstract
The total synthesis of panaginsene has been accomplished in 11 linear steps starting from methyl 3,3-dimethyl-5-oxocyclopent-1-ene-1-carboxylate. The key steps are a Sharpless asymmetric epoxidation and Ti(III)-mediated reductive epoxide opening-radical cyclization to construct the chiral quaternary carbon stereocenter followed by a very challenging HWE olefination reaction on an 1,3-keto aldehyde and a late stage McMurry olefination using low valent titanium to construct the highly constrained angular tetrasubstituted olefin in a five-membered ring.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley & Sons, Inc |
| ID Code: | 131068 |
| Deposited On: | 02 Dec 2022 09:36 |
| Last Modified: | 02 Dec 2022 09:36 |
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