PLANAR TETHER CONTROL-GROUPS AND PI-FACIAL SELECTIVITY - INTRAMOLECULAR CYCLOADDITIONS FOR POLYCYCLIC SYSTEMS

Authors
MILLAN DS PHAM TT LAVERS JA FALLIS AG
Citation
Ds. Millan et al., PLANAR TETHER CONTROL-GROUPS AND PI-FACIAL SELECTIVITY - INTRAMOLECULAR CYCLOADDITIONS FOR POLYCYCLIC SYSTEMS, Tetrahedron letters, 38(5), 1997, pp. 795-798
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
5
Year of publication
1997
Pages
795 - 798
Database
ISI
SICI code
0040-4039(1997)38:5<795:PTCAPS>2.0.ZU;2-J
Abstract
The direct synthesis of the fused ring systems II (R = Me, H) and the decalin 14 are described. The use of a planar. tether control group (e ither aromatic ring or double bond) greatly facilitates the key Diels- Alder cycloadditions. A second intermolecular cycloaddition of 14 with cyclopentadiene afforded the tetracyclic adduct 17. The interaction b etween the allylic ethers and diene substituents influences the facial selectivity observed in these examples. (C) 1997, Elsevier Science Lt d.