A radical mediated approach to the core structure of huperzine A

被引:19
作者
Ward, J [1 ]
Caprio, V [1 ]
机构
[1] Univ Auckland, Dept Chem, Auckland 1, New Zealand
关键词
huperzine A; pyridylmethyl radicals; selenation; radical cyclisation;
D O I
10.1016/j.tetlet.2005.11.037
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the core structure of huperzine A by cyclisation of 2-pyridylmethyl radicals is described. (2-Methylpyridin-3-yl)cyclohexenols are directly selenated at the benzylic position by deprotonation/selenation and the products undergo either 5-exo-trig or 6-exo-trig radical cyclisations giving access to hexahydroindenopyridines and the bicyclo[3.3.1]nonane core of huperzine A, respectively. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:553 / 556
页数:4
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