Complex polycyclic scaffolds by metathesis rearrangement of Himbert arene/allene cycloadducts.
The intramolecular arene/allene cycloaddition first described 30 years ago by Himbert and Henn permits rapid access to strained polycyclic compounds. Alkene metathesis processes cleanly rearrange appropriately substituted cycloadducts into complex, functional-group-rich polycyclic lactams of potential utility for natural product synthesis and medicinal chemistry.
Department of Chemistry, 1102 Natural Sciences II, University of California, Irvine, California 92697-2025, USA.
Jonathan K
JK
Lam
Yvonne
Y
Schmidt
Christopher D
CD
Vanderwal
D000475:Alkenes / Q000737:chemistry*; D003500:Cyclization; D061565:Cycloaddition Reaction; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D000475:Alkenes; D006575:Heterocyclic Compounds, 3-Ring; D011083:Polycyclic Compounds