Intramolecular Diels-Alder cycloadditions of fulvenes. Application to the kigelinol, neoamphilectane, and kempane skeletons.
A variety of polycyclic ring skeletons (e.g., kigelinol, neoamphilectane, and kempene systems) can be prepared rapidly via intramolecular Diels-Alder cycloadditions (IMDA) of fulvenes. The length of the tethers and the diversity of the substituents on the fulvene core dictate the nature of the IMDA pathway. [reaction: see text]
Hong
Bor-Cherng
BC
Department of Chemistry, National Chung Cheng University, Chia-Yi, 621 Taiwan, R.O.C. chebch@ccu.edu.tw
Chen
Fon-Len
FL
Chen
Shang-Hung
SH
Liao
Ju-Hsiou
JH
Lee
Gene-Hsiang
GH
D018360:Crystallography, X-Ray; D003517:Cyclopentanes / Q000138:chemical synthesis*; D005663:Furans / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D011084:Polycyclic Aromatic Hydrocarbons / Q000138:chemical synthesis*
D003517:Cyclopentanes; D005663:Furans; D011084:Polycyclic Aromatic Hydrocarbons; C102766:kigelinone; C017332:fulvene