PYRANOFURANONES VIA LEWIS-ACID MEDIATED HETERO-DIELS-ALDER REACTIONS OF 4-FURAN-2(5H)ONES - A CONVERGENT ROUTE TO THE MANOALIDE SUBSTRUCTURE

Authors
LATTMANN E COOMBS J HOFFMANN HMR
Citation
E. Lattmann et al., PYRANOFURANONES VIA LEWIS-ACID MEDIATED HETERO-DIELS-ALDER REACTIONS OF 4-FURAN-2(5H)ONES - A CONVERGENT ROUTE TO THE MANOALIDE SUBSTRUCTURE, Synthesis, (1), 1996, pp. 171
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
1
Year of publication
1996
Database
ISI
SICI code
0039-7881(1996):1<171:PVLMHR>2.0.ZU;2-6
Abstract
A variety of dienes and 4-formylfuran-2(5H)-ones enter into hetero-Die ls-Alder reactions. The choice of Lewis acid is decisive and must be t uned to the reactivity of both diene and dienophile. Sensitive cycload ducts are prepared in the presence of Me(3)Al/AlCl3 and a straightforw ard route to pyranofuranones is described.