Syntheses of both diastereoisomers of 2,8-dioxabicyclo[3.2.1]octane derivatives: Degradation products of daphniphyllum alkaloids

Authors
Kongkathip, B Sookkho, R Kongkathip, N Taylor, WC
Citation
B. Kongkathip et al., Syntheses of both diastereoisomers of 2,8-dioxabicyclo[3.2.1]octane derivatives: Degradation products of daphniphyllum alkaloids, CHEM LETT, (10), 1999, pp. 1095-1096
Citations number
19
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY LETTERS
ISSN journal
03667022 → ACNP
Issue
10
Year of publication
1999
Pages
1095 - 1096
Database
ISI
SICI code
0366-7022(199910):10<1095:SOBDO2>2.0.ZU;2-G
Abstract
Both diastereoisomers of 1,4-dimethyl-2,8-dioxabicyclo[3.2.1]. octane-4-cab oxylic acid ester (3, 4) and the 4-hydroxy methyl analogaes (5, 6) were syn thesised from ethyl acetoacetate and diethyl malonate respectively. The key step of these process involved intramolecular cyclisation using palladium chloride as catalyst.