SYNTHESIS OF OPTICALLY-ACTIVE CHALCOGRAN FROM L-SORBOSE

Authors
CUBERO II LOPEZESPINOSA MTP KARI N
Citation
Ii. Cubero et al., SYNTHESIS OF OPTICALLY-ACTIVE CHALCOGRAN FROM L-SORBOSE, Carbohydrate research, 261(2), 1994, pp. 231-242
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Carbohydrate research → ACNP
ISSN journal
00086215
Volume
261
Issue
2
Year of publication
1994
Pages
231 - 242
Database
ISI
SICI code
0008-6215(1994)261:2<231:SOOCFL>2.0.ZU;2-B
Abstract
The synthesis of (2S,5RS)-2-ethyl-1,6-dioxaspiro[4.4]nonane (chalcogra n) (1) from 2,3:4, 6-di-O-isopropylidene-alpha-L-sorbofuranose (2) thr ough elongation of the carbon chain at C-1 and C-6 by the Wittig and C orey methodologies, respectively, spiroacetalation, and deoxygenation at C-3,4 of the appropriately protected derivatives by the Barton meth od has been accomplished.