DISPIROKETALS IN SYNTHESIS .9. RESOLUTION OF 1,2-DIOLS USING A C-2-SYMMETRICAL DIPHENYLTETRAHYDROBIPYRAN

Authors
EDWARDS PJ ENTWISTLE DA LEY SV OWEN DR PERRY EJ
Citation
Pj. Edwards et al., DISPIROKETALS IN SYNTHESIS .9. RESOLUTION OF 1,2-DIOLS USING A C-2-SYMMETRICAL DIPHENYLTETRAHYDROBIPYRAN, Tetrahedron : asymmetry, 5(4), 1994, pp. 553-556
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
4
Year of publication
1994
Pages
553 - 556
Database
ISI
SICI code
0957-4166(1994)5:4<553:DIS.RO>2.0.ZU;2-Z
Abstract
A series of 1,2-diols were resolved by the enantioselective formation of the thermodynamically most stable dispiroketal using (2R,2'R) and ( 2S,2'S) 2,2'-diphenyl-3,3',4,4'-tetrahydro-6,6'- 2 and 3. Deprotection was achieved using a metal ammonia reduction to liberate the resolved diols.