A variation of the Pictet-Spengler reaction via a sequential reduction-cyclization reaction of N-acylcarbamates: synthesis of 1-substituted tetrahydroisoquinoline derivatives

• Main Authors: Chutima Kuhakarn, Nattakan Panyachariwat, Somsak Ruchirawat
• 其他作者: Chulabhorn Research Institute
• 格式: Article
• 出版: 2018
• 主題: Biochemistry, Genetics and Molecular Biology; Chemistry; Pharmacology, Toxicology and Pharmaceutics
• 在線閱讀: https://repository.li.mahidol.ac.th/handle/123456789/24083
• 機構: Mahidol University

A new variation of the Pictet-Spengler reaction for the synthesis of 1-substituted tetrahydroisoquinoline derivatives has been developed. The reaction employs the reduction of N-acylcarbamates by DIBAL-H followed by simultaneous cyclization mediated by BF3·OEt2. The synthetic potential of this metho...