Preparation of pilot library with tetrahydro-β-carboline alkaloid core skeleton using tandem intramolecular Pictet-Spengler cyclization

被引:19
作者
Lee, Sung-Chan [1 ]
Choi, Soo Young [1 ]
Chung, Young Keun [1 ]
Park, Seung Bum [1 ]
机构
[1] Seoul Natl Univ, Dept Chem, Seoul 151747, South Korea
关键词
D O I
10.1016/j.tetlet.2006.07.051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A solid phase strategy has been developed for the synthesis of tetrahydro-beta-carboline alkaloid library. The key transformation is an acid-catalyzed tandem intramolecular Pictet-Spengler cyclization from L-tryptophan which forms acyl iminiums with synchronous cleavage of products from the acid-labile SASRIN (TM) solid support. A pilot library with two diversity points has been successfully synthesized in high purity to demonstrate this strategy. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6843 / 6847
页数:5
相关论文
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