A Concise Total Synthesis of (+)-Tetrabenazine and (+)-α-Dihydrotetrabenazine
✍ Scribed by Seung-Mann Paek; Nam-Jung Kim; Dongyun Shin; Jae-Kyung Jung; Jong-Wha Jung; Dong-Jo Chang; Hyunyoung Moon; Young-Ger Suh
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- English
- Weight
- 355 KB
- Volume
- 16
- Category
- Article
- ISSN
- 0947-6539
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Chiral column liquid chromatography and enantiospecific enzymatic hydrolysis were utilized to separate the enantiomers of ␣and -dihydrotetrabenazine and ␣-9-O-desmethyldihydrotetrabenazine, three benzo[a]quinolizines derived from the amine-depleting drug tetrabenazine. An X-ray crystal structure an
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## Abstract A practical synthesis of the necine base (+)‐heliotridine (**1**) is reported here. The present total synthesis is based on the highly selective 1,3‐dipolar cycloaddition of (__S__)‐3‐__tert__‐butoxypyrroline __N__‐oxide (**2**) to the commercially available ethyl 4‐bromocrotonate, foll