DISPIROKETALS IN SYNTHESIS .8. REGIOSELECTIVE PROTECTION OF D-GLUCOPYRANOSE SUBSTRATES

Authors
ENTWISTLE DA HUGHES AB LEY SV VISENTIN G
Citation
Da. Entwistle et al., DISPIROKETALS IN SYNTHESIS .8. REGIOSELECTIVE PROTECTION OF D-GLUCOPYRANOSE SUBSTRATES, Tetrahedron letters, 35(5), 1994, pp. 777-780
Citations number
6
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
5
Year of publication
1994
Pages
777 - 780
Database
ISI
SICI code
0040-4039(1994)35:5<777:DIS.RP>2.0.ZU;2-U
Abstract
A new process for the efficient regioselective formation of 1,8,13,16- tetraoxadispiro[5.0.5.4]hexadecanes (dispiroketals) of various D-eluco pyranosyl substrates by the chiral recognition of enantiomeric trans 1 ,2-diol relationships is described. This was achieved using the novel enantiomerically pure 2,2'-disubstituted 3,3',4,4'-tetrahydro-6,6'-bi- 2H-pyrans 1, 2 and 11. New conditions for the removal of dispiroketal protecting groups are presented.