Tetrabutylammonium fluoride (1) catalyses under mild conditions the opening of epoxides 2a-k with thiols 3-6 to produce the corresponding beta-hydroxy thioethers 7-11 in excellent yields (88-100%) and with high regioselectivity. Furthermore, O-protected glycidols react without any loss of the protective group.
TETRABUTYLAMMONIUM FLUORIDE - A POWERFUL CATALYST FOR THE REGIOSELECTIVE OPENING OF EPOXIDES WITH THIOLS / D. ALBANESE, D. LANDINI, M. PENSO. - In: SYNTHESIS. - ISSN 0039-7881. - :1(1994), pp. 34-36.
TETRABUTYLAMMONIUM FLUORIDE - A POWERFUL CATALYST FOR THE REGIOSELECTIVE OPENING OF EPOXIDES WITH THIOLS
D. ALBANESEPrimo
;D. LANDINISecondo
;
1994
Abstract
Tetrabutylammonium fluoride (1) catalyses under mild conditions the opening of epoxides 2a-k with thiols 3-6 to produce the corresponding beta-hydroxy thioethers 7-11 in excellent yields (88-100%) and with high regioselectivity. Furthermore, O-protected glycidols react without any loss of the protective group.
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