Synthesis of Calycotomine via Pictet-Spengler Type Reaction of N,O-Acetal TMS Ethers as N-Acyliminium Ion Equivalents

Bulletin of the Korean chemical society

Heesoon Lee¹  Mi-Sung Lee¹  Young-Ger Suh¹  Jin-Kyung In¹  Jung-Eun Yang¹  Jae-Kyung Jung¹  Han-Young Kang¹  Soo Jae Lee¹  Jae-Hwan Kwak¹ 

关键词: Tetrahydroisoquinoline;    Pictet-Spengler reaction;    N;    O-Acetal TMS ether;    Alkaloid;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

An efficient Pictet-Spengler type reaction of N,O-acetal TMS ethers for the practical synthesis of 1-substituted tetrahydroquinolines, medicinally important alkaloids, has been accomplished. To demonstrate the versatility of this novel procedure, the total synthesis of calycotomine, a representative 1-hydroxymethyl substituted tetrahydroisoquinoline, is also described.

【 授权许可】

Unknown