RING-OPENING REACTIONS OF BENZYL 3,4-ANHYDRO-BETA-D-RIBOPYRANOSIDE WITH NUCLEOPHILES

Authors
VASUDEVA PK NAGARAJAN M
Citation
Pk. Vasudeva et M. Nagarajan, RING-OPENING REACTIONS OF BENZYL 3,4-ANHYDRO-BETA-D-RIBOPYRANOSIDE WITH NUCLEOPHILES, Tetrahedron, 52(5), 1996, pp. 1747-1766
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
5
Year of publication
1996
Pages
1747 - 1766
Database
ISI
SICI code
0040-4020(1996)52:5<1747:RROB3W>2.0.ZU;2-E
Abstract
By the proper choice of metal counterion it is possible to regioselect ively cleave with a variety of nucleophiles, the epoxide ring of benzy l 3, 4- anhydro-beta-D -ribopyranoside. Tho resulting 3-deoxy 3-substi tuted or 4-deoxy 4-substituted glycosides were obtained in good-yields . Factors governing the regiochemistry of ring opening ore discussed.