Synthetic transformations of natural diterpenes. Synthesis of alkaloid-like compounds from lambertianic acid

被引：7
|
作者：
Chernov, SV [1 ]
Shults, EE [1 ]
Shakirov, MM [1 ]
Bagrjanskaja, IY [1 ]
Gatilov, YV [1 ]
Tolstikov, GA [1 ]
机构：
[1] Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, 9 Prosp Akad Lavrenteva, Novosibirsk 630090, Russia
来源：
ARKIVOC | 2003年
关键词：
lambertianic acid; oxidation; reductive amination; aminomethylation;
D O I：
10.3998/ark.5550190.0004.d18
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
By oxidation of methyl lambertianate with potassium permanganate, the esters of 17-nor-8-keto- and 17-hydroxy-8,12-epoxy-labdadienic acids have been obtained. Reductive amination of the above carbonyl compounds and subsequent intramolecular aminomethylation of 17-nor-8(R)-methylamino- and 17-methylamino-labdadienoates by formaldehyde leads to the formation of novel polycyclic compounds, which are derivatives of furoazocines and furoazonines.
引用
收藏
页码：172 / 183
页数：12
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