C. Ong, Ting-Lin Chien
1996
Citations
0
Influential Citations
15
Citations
Journal
Organometallics
Abstract
Tricarbonyl[(1−4-η)-2-methoxy-5-methylenecyclohexa-1,3-diene]iron (1) undergoes 1,3-dipolar cycloaddition reaction regio-, stereo-, and chemoselectively at its exocyclic double bond, yielding a spiro[4.5]decane system. Reactive 1,3-dipoles with low-lying LUMO's such as nitrile oxides, ozone, diazoacetate, and oxoallyl cation participate well in cycloaddition to give isoxazole, ketone, pyrazoline, and cyclopentanone adducts, respectively. The complex 1 can be viewed as the synthetic equivalent of synthon 2 and has been illustrated for the first time as a versatile synthetic intermediate.