REGIOCHEMICAL CONTROL OF THE RING-OPENING OF 1,2-EPOXIDES BY MEANS OFCHELATING PROCESSES .6. OPENING REACTIONS OF 3,4-EPOXYTETRAHYDROPYRAN

Authors
CHINI M CROTTI P GARDELLI C MACCHIA F
Citation
M. Chini et al., REGIOCHEMICAL CONTROL OF THE RING-OPENING OF 1,2-EPOXIDES BY MEANS OFCHELATING PROCESSES .6. OPENING REACTIONS OF 3,4-EPOXYTETRAHYDROPYRAN, Tetrahedron, 50(4), 1994, pp. 1261-1274
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
4
Year of publication
1994
Pages
1261 - 1274
Database
ISI
SICI code
0040-4020(1994)50:4<1261:RCOTRO>2.0.ZU;2-L
Abstract
The regiochemical control of the ring opening of epoxides bearing pola r remote functionalities, through chelation process assisted by metal ions, was verified in the title compound (4). The use of metal assiste d procedures is several ring opening reactions of 4 leads to a modific ation of the regiochemical outcome, and the attack of the nucleophile on the C-4 oxirane carbon is highly favored.