【摘要】 以(4S)-4-苄基-2-噁唑烷酮为手性助剂,与丙酰氯发生N-酰化反应,酰化产物与碘代正丙烷进行不对称烷基化反应,在NaBH4作用下氢解得到(S)-2-甲基-戊醇,再经氧化、格氏加成和氧化等反应,合成了切叶蚁警戒信息素,其化学总产率为30.98%,光学异构体纯度高达94%e.e.更多还原

【Abstract】 (4S)-4-benyl-oxazoli-2-one,used as chiral auxiliary,was first N-acylated by propionyl chloride,and asymmetrical alkylated with iodopropane,followed by cleavage using NaBH4 to give(S)-2-methyl-pentanol,which ordinally proceeded oxidation,addition,oxidation,etc to successfully synthesize the alarm pheromone of the leaf-cutting ant.The total enantiomeric exess is over 94%e.e.and the total yield was up to 30.98%.更多还原