A number of O-protected glycidols are regioselectively converted into the corresponding fluorohydrins FCH2CH(OH)CH2OX by reaction with catalytic amounts of Bu4N+H2F3- and a molar excess of KHF2. Most of the protective groups (X) examined are stable under the above conditions, moreover stereogenic carbons are not affected.
REGIOSELECTIVE CONVERSION OF O-PROTECTED GLYCIDOLS TO FLUOROHYDRINS CATALYZED BY TETRABUTYLAMMONIUM DIHYDROGENTRIFLUORIDE UNDER SOLID-LIQUID PTC CONDITIONS / D. LANDINI, D. ALBANESE, M. PENSO. - In: TETRAHEDRON. - ISSN 0040-4020. - 48:20(1992), pp. 4163-4170.
REGIOSELECTIVE CONVERSION OF O-PROTECTED GLYCIDOLS TO FLUOROHYDRINS CATALYZED BY TETRABUTYLAMMONIUM DIHYDROGENTRIFLUORIDE UNDER SOLID-LIQUID PTC CONDITIONS
D. LANDINI;D. ALBANESE;
1992
Abstract
A number of O-protected glycidols are regioselectively converted into the corresponding fluorohydrins FCH2CH(OH)CH2OX by reaction with catalytic amounts of Bu4N+H2F3- and a molar excess of KHF2. Most of the protective groups (X) examined are stable under the above conditions, moreover stereogenic carbons are not affected.
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