کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1365181 | 981554 | 2008 | 4 صفحه PDF | دانلود رایگان |
A novel fused tricyclic analog (11) of cytisine has been prepared (coined ‘cyfusine’) and determined to have high affinity at neuronal nicotinic acetylcholine receptors. A [3 + 2] cycloaddition protocol permitted entry into a 3,4-differentially difunctionalized dihydropyrrole (7). The penultimate cyclization was accomplished using the modified Van Tamelen conditions developed in our earlier synthesis of (±)-cytisine. Sequential ring-forming reactions ([3 + 2] cycloaddition/cyclopropanation/pyridone cyclization) gives a unique cyclopropyl analog (16) possessing a skeleton isoatomic with that of cytisine.
A novel fused tricyclic analog (11) of cytisine has been prepared (coined ‘cyfusine’) and determined to have high affinity at neuronal nicotinic acetylcholine receptors. A [3 + 2] cycloaddition protocol permitted entry into a 3,4-differentially difunctionalized dihydropyrrole (7). The penultimate cyclization was accomplished using the modified Van Tamelen conditions developed in our earlier synthesis of (±)-cytisine. Sequential ring-forming reactions ([3 + 2] cycloaddition/cyclopropanation/pyridone cyclization) gives a unique cyclopropyl analog (16) possessing a skeleton isoatomic with that of cytisine.Figure optionsDownload as PowerPoint slide
Journal: Bioorganic & Medicinal Chemistry Letters - Volume 18, Issue 7, 1 April 2008, Pages 2316–2319