四氢异喹啉生物碱合成的新策略。

New strategy for the synthesis of tetrahydroisoquinoline alkaloids.

作者信息

Magnus Philip, Matthews Kenneth S, Lynch Vince

机构信息

Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA.

出版信息

Org Lett. 2003 Jun 12;5(12):2181-4. doi: 10.1021/ol034683+.

DOI:10.1021/ol034683+

PMID:12790559

Abstract

[reaction: see text] A general strategy for the formation of 1,3-cis-substituted tetrahydroisoquinolines is described from ortho-iodo imines involving Larock isoquinoline synthesis, addition of organolithium compounds to unactivated isoquinolines, and ionic hydrogenation. In addition, a new synthesis of lactams via an unprecedented azide cyclization in the presence of a sulfonium ion is described.

摘要

[反应：见正文] 描述了一种由邻碘亚胺形成1,3-顺式取代四氢异喹啉的通用策略，该策略涉及Larock异喹啉合成、向未活化的异喹啉中添加有机锂化合物以及离子氢化。此外，还描述了一种在锍离子存在下通过前所未有的叠氮环化反应合成内酰胺的新方法。