Syntheses and transformations of novel nitrogen and sulfur containing morphinanedienes

被引：9

作者：

Csutoras, C ^{[1
]}

Berenyi, S ^{[1
]}

Czako, B ^{[1
]}

Makleit, S ^{[1
]}

机构：

[1] Lajos Kossuth Univ, Dept Organ Chem, H-4010 Debrecen, Hungary

来源：

MONATSHEFTE FUR CHEMIE | 1997年 / 128卷 / 12期

关键词：

6-azido-6-demethoxythebaine; Diels-Alder reaction; 6-isothiocyanato-6-demethoxythebaine; 3-mercaptoapocodeine;

D O I：

10.1007/BF00807259

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of 6-azido-6-demethoxythebaine (10) has been performed starting from thebaine (1). Compound 10 undergoes a cycloaddition reaction with the azadienophile PTAD to form bridgehead azide 14. The acid catalyzed rearrangement of isothiocyanato diene 11 obtained from azido diene 10 and thiocyanato dienes 8 and 9 leads to sulfur containing derivatives of apocodeine (17-20).

引用

页码：1267 / 1273

页数：7

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