A Practical Synthesis of (-)-Kainic Acid

作者：Takita Satoshi; Yokoshima Satoshi; Fukuyama Tohru^*

来源：Organic Letters, 2011, 13(8): 2068-2070.

DOI：10.1021/ol200434a

• kainoids
• iodolactone
• Curtius rearrangement
• stereoselective alkylation
• total synthesis

A highly practical stereoselective total synthesis of (-)-kainic acid is described. This synthesis features the stereoselective alkylation of an iodolactone intermediate that was efficiently prepared from (+)-carvone and introduction of carboxylic acid by hydrolysis of a nitrile accompanied by epimerizaion. This synthetic route enabled us to obtain 14.6 g of (-)-kainic acid.

• 出版日期2011-4-15