| 摘要 |
PCT No. PCT/JP93/00648 Sec. 371 Date Dec. 30, 1993 Sec. 102(e) Date Dec. 30, 1993 PCT Filed May 18, 1993 PCT Pub. No. WO93/23387 PCT Pub. Date Nov. 25, 1993.There is provided a method of preparing an epoxide (1a) or (1b) shown below: <IMAGE> (1a) <IMAGE> (1b) where R1, R2, R3, and R4 represent a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, an alkoxy group, an aryloxy group, an acyl group, an alkyloxycarbonyl group, an aryloxycarbonyl group, allalkyl group, a silyl group, and a silyloxy group; the groups may be bonded with each other to form rings in the case where these groups can be bivalent; these groups may be the same or different, may have substituting groups, or may be branched; and each form (isomer) has a structure in which one side of the plane constituted by double bonds, R1, R2, R3 and R4, is more seterically hindered in comparison with the other side; characterized in that: an olefin represented by the formula (2) below, is reacted with iodine in the presence of compound generating acyloxy ion, same as defined above; and then the reaction mixture is treated in the presence of a base, thereby forming an oxirane ring stereoselectively on the more sterically hindered side of the olefin.
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