1443277-08-4Relevant articles and documents
Structural diversity from the transannular cyclizations of natural germacrone and epoxy derivatives: A theoretical-experimental study
Pérez Morales, M. Carmen,Catalán, Julieta V.,Domingo, Victoriano,Jaraíz, Martín,Herrador, M. Mar,Quílez Del Moral, José F.,L?pez-Pérez, José-Luis,Barrero, Alejandro F.
supporting information, p. 6598 - 6612 (2013/06/27)
Treatment of germacrone (1) with different electrophiles, and of its epoxy derivatives germacrone-4,5-epoxide (2), germacrone-1,10-epoxide (3) and isogermacrone-4,5-epoxide (4) with Br?nsted/Lewis acids and Ti III, gives rise to a great structural diversity. Thus, by using a maximum of two steps, the production of more than 40 compounds corresponding to 14 skeletons is described. Computational calculations rationalizing the structural divergence produced are also described. Finally, since some of the compounds generated are bioactive natural sesquiterpenes, the mechanisms of formation of these substances will provide new insights in their biosynthesis. Copyright
