Regioselective synthesis of 3-O-alkyl ethers of ascorbic acid without protecting groups in a single step

Authors
Beifuss, U Kunz, O Voss, G
Citation
U. Beifuss et al., Regioselective synthesis of 3-O-alkyl ethers of ascorbic acid without protecting groups in a single step, TETRAHEDRON, 56(3), 2000, pp. 357-361
Citations number
53
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
3
Year of publication
2000
Pages
357 - 361
Database
ISI
SICI code
0040-4020(20000114)56:3<357:RSO3EO>2.0.ZU;2-5
Abstract
The direct alkylation of L-ascorbic acid (vitamin C) with alkyl mesylates u sing sodium hydrogen carbonate as a base without protecting groups proceeds regioselectively and yields the corresponding 3-O-alkyl ethers of L-ascorb ic acid exclusively. (C) 2000 Elsevier Science Ltd. All rights reserved.