Ring opening of 1,5-dioxaspiro[3.2]hexanes: Selective preparation of alpha-heterofunctionalized-beta '-hydroxy ketones or 2,2-disubstituted oxetanes

Authors
Howell, AR Ndakala, AJ
Citation
Ar. Howell et Aj. Ndakala, Ring opening of 1,5-dioxaspiro[3.2]hexanes: Selective preparation of alpha-heterofunctionalized-beta '-hydroxy ketones or 2,2-disubstituted oxetanes, ORG LETT, 1(6), 1999, pp. 825-827
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
6
Year of publication
1999
Pages
825 - 827
Database
ISI
SICI code
1523-7060(19990923)1:6<825:ROO1SP>2.0.ZU;2-C
Abstract
[GRAPHICS] 2-Methyleneoxetanes have been converted into 1,5 dioxaspiro[3.2]hexanes wit h dimethyldioxirane. Reaction of the dioxaspirohexanes with a range of hete roatom nucleophiles, hydride donors, or organoaluminum reagents was success ful under neutral or mild conditions, affording, selectively, polyfunctiona lized ketones or 2,2 disubstituted oxetanes.