The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《A short and efficient stereoselective synthesis of the potent 5-lipoxygenase inhibitor CMI-977》. Authors are Dixon, Darren J.; Ley, Steven V.; Reynolds, Dominic J.; Chorghade, Mukund S..The article about the compound:(S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-onecas:32780-06-6,SMILESS:O=C1O[C@H](CO)CC1).Electric Literature of C5H8O3. Through the article, more information about this compound (cas:32780-06-6) is conveyed.
A short and efficient synthesis of the potent 5-lipoxygenase inhibitor CMI-977 is described using as the key step a stereoselective anomeric oxygen to carbon rearrangement of an alkynyl stannane tetrahydrofuranyl ether derivative mediated by boron trifluoride etherate.
This literature about this compound(32780-06-6)Electric Literature of C5H8O3has given us a lot of inspiration, and I hope that the research on this compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one) can be further advanced. Maybe we can get more compounds in a similar way.
Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI