- The development of a facile tandem Wolff/Cope rearrangement for the synthesis of fused carbocyclic skeletons.
The development of a facile tandem Wolff/Cope rearrangement for the synthesis of fused carbocyclic skeletons.
Journal of the American Chemical Society (2003-11-06)
Richmond Sarpong, Julius T Su, Brian M Stoltz
PMID14599176
ABSTRACT
A set of mild processes for the conversion of vinyl cyclopropyl diazo ketones to highly functionalized cycloheptadienones and vinyl cyclopentenones by use of a target-inspired tandem Wolff/Cope rearrangement sequence is described. A divergent reaction course of the vinyl cyclopropyl diazo ketone substrates under sono- or photochemical activation provides good to excellent yields (55-98%) of the product cycloheptadienones and vinyl cyclopentenones.
MATERIALI