作者:G. Berti、F. Bottari、B. Macchia
DOI:10.1016/s0040-4020(01)98616-8
日期:1964.1
In the reaction of mesitoic acid with trans-α-methylstilbene oxide the anion adds exclusively to the tertiary carbon atom, to give the hydroxy ester of type III, which also can be prepared from α-methylbenzoin mesitoate with KBH4 and is transformed into the isomeric ester of type V by the action of alkali; the latter ester also being formed by reaction of threo-1,2-diphenyl-1,2-propanediol with mesitoyl
在甲基磺酸与反式-α-甲基二苯乙烯氧化物的反应中,阴离子仅加到叔碳原子上,得到III型羟基酯,该羟基酯也可以由甲基丙烯酸与KBH 4的甲基磺酸安息香酸酯制得,然后转化为在碱作用下的V型异构酯;后者的酯也可通过苏-1,2-二苯基-1,2-丙二醇与甲基磺酰氯反应形成。其他酸仅产生V型酯,可能是由III型初级产物通过快速酰基转移形成的。如此制备的所有酯均属于苏氨酸系列。制备相应的赤型酯用于比较。LiA1H 4还原α-甲基安息香乙酸酯和中观酸酯 与类似地还原α-甲基安息香本身的低立体选择性相反,它仅生产苏-1,2-二苯基-1,2-丙二醇。