Journal of the American Chemical Society, Vol.130, No.29, 9230-9230, 2008
ortho-quinone methides from para-quinones: Total synthesis of rubioncolin B
A concise synthesis of rubioncolin B is described, which features an unprecedented intramolecular Diels-Alder reaction involving an ortho-quinone methide and a naphthofuran moiety. The ortho-quinone methide is generated through a surprisingly facile tautomenzation of a para-quinone.