Formal and total synthesis of (±)-cycloclavine

被引:20
|
作者
Jabre, Nitinkumar D. [1 ]
Watanabe, Teruki [1 ]
Brewer, Matthias [1 ]
机构
[1] Univ Vermont, Burlington, VT 05405 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
Cycloclavine; Ergot alkaloid; Natural product synthesis; Ring fragmentation; 1,3-Dipolar cycloaddition; CHIRAL ALLYLIC ALCOHOLS; ERGOT ALKALOIDS; CYCLOPROPANATION; REAGENT; ACCESS; ACID;
D O I
10.1016/j.tetlet.2013.10.152
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A ring fragmentation and intramolecular azomethine ylide 1,3-dipolar cycloaddition sequence of reactions was successfully used in the preparation of a known (+/-)-cycloclavine precursor in good overall yield. Results of efforts to incorporate the tetrasubstituted cyclopropane ring present in cycloclavine are also discussed. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:197 / 199
页数:3
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