The use of proton-exchanged X-type zeolite in catalysing ring-opening reactions of 2-alkyl substituted epoxides with nucleophiles gives a high regioselectivity and functional-selective catalysis giving allylic products from allylic nucleophiles. Mechanistic aspects are discussed.Zeolites with large surface area, acidic nature, shape selectivity and so on have been used as catalysts for organic syntheses.'-4 Ring-opening reactions of epoxides have been performed by the use of strong nucleophiles such as NH,,5.6 and NaN,' and amines.8 However, the ring-opening reaction of 2-alkyl substituted epoxides with weak nucleophiles such as alcohols and thiols took place by using H+-exchanged X-type zeolite (H+zeolite X), although the reaction did not occur by using N a +zeolite X. The mechanistic aspects of both the regioselectivity of the ring-opening and the functional-selective catalysis have been discussed.Paper 2/04535D