A3-Coupling Reaction as a Strategy Towards the Synthesis of Alkaloids
A3-Coupling Reaction as a Strategy Towards the Synthesis of Alkaloids
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DOI：
10.5935/0103-5053.20140223
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发表时间：
2015-01-01
影响因子：
1.4
通讯作者：
Santos, Alcindo A. Dos
中科院分区：
文献类型：
--
作者：
Carmona, Rafaela C.;Wendler, Edison P.;Santos, Alcindo A. Dos
在CuCl催化下，醛、炔醇和苄胺发生A（3）-偶联反应，得到羟基炔丙胺。该方法允许使用烷基以及芳基醛。代表性的底物转化成五元和六元环状生物碱通过顺序一锅N-脱苄基/三键还原促进Pd，然后由Mitsunobu型环化。
A number of aldehydes, alkynols and benzylamines were submitted to A(3)-coupling reaction, under CuCl catalysis, giving strategically functionalized hydroxy-propargylamines. The procedure allows the use of alkyl as well as aryl aldehydes. Representative substrates were converted into five- and six-membered cyclic alkaloids by sequential one-pot N-debenzylation/triple bond reduction promoted by Pd, followed by a Mitsunobu-type cyclization.