Synthesis of morphine fragments spiro[benzofuran-3(2H),4'-piperidine] and octahydro-1H-benzofuro[3,2-e]isoquinoline by intramolecular heck reaction

Chen Yu Cheng, Jing Ping Liou, Mei Jing Lee

研究成果: 雜誌貢獻文章

23 引文 斯高帕斯(Scopus)

摘要

As a better alternative to radical cyclization, 5-(2-bromo-6-methoxyphenoxy)-2-methyl-1 ,2,3,4,5,6,7,8-octahydroisoquinoline (2) and its 1-oxo analog 3 underwent Pd-catalyzed intramolecular cyclization to give the tetracyclic (ACNO) morphine fragments 5 and 6 respectively. 4-[(2'-Iodo-6'-methoxyphenoxy)methyl]-1-ethoxycarbonyl-1,2,5,6, -tetrahydropyridine (11) reacted similarly to provide the tricyclic ANO fragment 12 in 70% yield and 45% e.e. when a Pd-(S)-BINAP complex was used as the catalyst.

原文英語
頁(從 - 到)4571-4574
頁數4
期刊Tetrahedron Letters
38
發行號26
DOIs
出版狀態已發佈 - 六月 30 1997
對外發佈Yes

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

指紋 深入研究「Synthesis of morphine fragments spiro[benzofuran-3(2H),4'-piperidine] and octahydro-1H-benzofuro[3,2-e]isoquinoline by intramolecular heck reaction」主題。共同形成了獨特的指紋。

  • 引用此