The oligomerization and acylation of precocene I
2016
Fraga, Braulio M. | Cabrera, Inmaculada | Ministerio de Economía y Competitividad (España)
The oligomerization of precocene I with Brönsted and Lewis acids has been studied. In this way, the reaction of this chromene with HCl/MeOH gave two dimers, a trimer, a linear tetramer and a mixture of pentamers, whilst with FeCl3/HOAc a dimer and six cyclic tetramers were obtained. The cyclization of linear tetramers occurs between C-4‴ and C-6 or, in lower yield, between C-4‴ and C-8. In the formation of linear tetramers the C-8 functionalization was not detected, which could indicate that it occurs during the cyclization process. Moreover, oxidative one-electron coupling reactions were also observed in the treatment of precocene I with FeCl3/HOAc. On the other hand, the reaction of precocene I with FeCl3/Ac2O produced 6-acylation leading to the natural chromene encecalin.
اظهر المزيد [+] اقل [-]This work has been supported by grant CTQ2015-64049-C3-1-R, MINECO, Spain.
اظهر المزيد [+] اقل [-]Peer Reviewed
اظهر المزيد [+] اقل [-]الكلمات المفتاحية الخاصة بالمكنز الزراعي (أجروفوك)
المعلومات البيبليوغرافية
تم تزويد هذا السجل من قبل Instituto de Productos Naturales y Agrobiología