Enantioselective Synthesis of (+)-Lucidumone
An organic chemistry minilecture on the Gram-Scale Enantioselective Synthesis of (+)-Lucidumone by Guanghao Huang, Cyrille Kouklovsky, and Aurélien de la Torre*. It features a highly stereoselective inverse electron demand Diels-Alder reaction, an unusual Mitsunobu reaction of a diketone and a carbon dioxide extrusion- intramolecular cycloaddition reaction.
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References:
J. Am. Chem. Soc. 2022, 144, 17803−17807 (This work)
Org. Lett. 2019, 21, 8523−8527 (Isolation)
Nat. Rev. Drug Discovery 2003, 2, 179−191 (Biological Activity)
Angew. Chem., Int. Ed. 2022, e202208185 (Inverse electron demand Diels-Alder of pyrones)
Пікірлер: 4
1:44 this is an incredible reaction
It feels so good to slowly understand all those things as i progress with studying chem. When i was in school, i still did not get a thing. Now im in my third semester, starting to understand some of these reactions. I wonder how i will look at it in some years when i start with my Ph.D (hopefully in total synth. of natural products) :) Great channel. I really enjoy watching those videos!
The benzyl group should not be present in the final product.