1381962-27-1Relevant articles and documents
Dramatic influence of the substitution of alkylidene-5H-furan-2-ones in Diels-Alder cycloadditions with o-quinonedimethide as diene partner: En route to the CDEF polycyclic ring system of lactonamycin
Dubois, Sebastien,Rodier, Fabien,Blanc, Romain,Rahmani, Raphael,Heran, Virginie,Thibonnet, Jerome,Commeiras, Laurent,Parrain, Jean-Luc
, p. 4712 - 4719 (2012)
An efficient and rapid synthesis of the CDEF ring system of lactonamycinone is reported via a highly chemo- and diastereoselective intermolecular Diels-Alder cycloaddition between trans-1,2-disilyloxybenzocyclobutene and the appropriate γ-alkylidenebutenolide. The feasibility and the total chemoselectivity of the [4 + 2] cycloaddition for the construction of a spirolactone moiety via an intramolecular approach (IMDA) using both partners is also described demonstrating the versatility of the γ- alkylidenebutenolide building block.