A SIMPLE, EFFICIENT, 2-STEP SYNTHESIS OF SYMMETRICAL 2,7-DIALKYL-1,6-DIOXASPIRO[4.4]NONANES

Authors
BALLINI R BOSICA G USELLI A
Citation
R. Ballini et al., A SIMPLE, EFFICIENT, 2-STEP SYNTHESIS OF SYMMETRICAL 2,7-DIALKYL-1,6-DIOXASPIRO[4.4]NONANES, Journal of heterocyclic chemistry, 31(1), 1994, pp. 259-260
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
31
Issue
1
Year of publication
1994
Pages
259 - 260
Database
ISI
SICI code
0022-152X(1994)31:1<259:ASE2SO>2.0.ZU;2-6
Abstract
A two-step synthesis of symmetric 2,7-dialkyl-1,6-dioxaspiro[4.4]nonan es has been achieved by double Michael addition of nitromethane with t wo moles of enones on Amberlyst A21, followed by in situ reduction wit h sodium borohydride, then spontaneous spiroketalization of the obtain ed nitrodiol, by the Nef reaction under acidic conditions, affords the title compounds in good yields.