Shanmugasundaram, Bhagavathy ; Bose, Ajay K. ; Balasubramanian, Kalpattu K. (2002) Microwave-induced, Montmorillonite K10-catalyzed Ferrier rearrangement of tri-O-acetyl-D-galactal: mild, eco-friendly, rapid glycosidation with allylic rearrangement Tetrahedron Letters, 43 (38). pp. 6795-6798. ISSN 0040-4039
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/S0040-4039(02)01517-4
Abstract
Montmorillonite K10 was found to catalyze, under microwave irradiation, rapid O-glycosidation of 3,4,6-tri-O-acetyl-D-galactal to afford exclusively the alkyl and aryl 2,3-dideoxy-D-threo-hex-2-enopyranosides with very high α-selectivity and without the formation of the 2-deoxy-D-lyxo-hexopyranosides. Under these conditions, 3,4,6-tri-O-acetyl-D-glucal as usual also underwent the Ferrier rearrangement.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Galactal; Glucal; Montmorillonite K10; Ferrier Rearrangement; Microwave Irradiation |
| ID Code: | 3660 |
| Deposited On: | 18 Oct 2010 10:08 |
| Last Modified: | 13 May 2011 06:43 |
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