Total synthesis of (±)-cytisine

被引：72

作者：

O'Neill, BT ^{[1
]}

Yohannes, D ^{[1
]}

Bundesmann, MW ^{[1
]}

Arnold, EP ^{[1
]}

机构：

[1] Pfizer Inc, Pfizer Global Res & Dev, Groton, CT 06340 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 26期

关键词：

D O I：

10.1021/ol0067538

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The nicotine partial agonist cytisine was prepared in five steps featuring an "in situ" Stille or Suzuki biaryl pyridine coupling. Differentiation of the pyridyl rings was accomplished via selective benzylation and then reduction of a pyridinium ring. The penultimate diazabicyclo[3.3.1]nonane intermediate was obtained with high diastereoselectivity. A similar sequence has been employed for the synthesis of novel derivative 9-methoxycytisine.

引用

页码：4201 / 4204

页数：4

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