Novel [6 + 2] cycloaddition of fulvenes with alkenes: a facile synthesis of the anislactone and hirsutane framework.
[reaction: see text] In contrast to the Diels-Alder reaction of fulvenes and various alkenes, 6-aminofulvenes react with maleic anhydride (or maleimide) to give [6 + 2] cycloaddition adducts, constituting an efficient and novel route to pentaleno[1,2-c]furan, pentaleno[1,2-c]pyrrole, and cyclopenta[a]pentalene skeleton.
Hong
Bor-Cherng
BC
Department of Chemistry, National Chung Cheng University, Chia-Yi, 621, Taiwan, ROC. chebch@ccunix.ccu.edu.cn
Shr
Yeong-Jou
YJ
Wu
Jian-Lin
JL
Gupta
Arun Kumar
AK
Lin
Kuan-Jiuh
KJ
D000475:Alkenes / Q000737:chemistry*; D001685:Biological Factors / Q000138:chemical synthesis*; D018360:Crystallography, X-Ray; D003517:Cyclopentanes / Q000737:chemistry*; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis*; D015394:Molecular Structure
D000475:Alkenes; D001685:Biological Factors; D003517:Cyclopentanes; D006575:Heterocyclic Compounds, 3-Ring; C017332:fulvene