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Approaches to the enantioselective synthesis of ferrugine and its analogues

✍ Scribed by Ryszard Lazny; Michal Sienkiewicz; Tomasz Olenski; Zofia Urbanczyk-Lipkowska; Przemyslaw Kalicki


Book ID
119375658
Publisher
Elsevier Science
Year
2012
Tongue
French
Weight
517 KB
Volume
68
Category
Article
ISSN
0040-4020

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Enantioselective route to ferrugine and
✍ Michal Sienkiewicz; Urszula Wilkaniec; Ryszard Lazny πŸ“‚ Article πŸ“… 2009 πŸ› Elsevier Science 🌐 French βš– 264 KB

A simple enantioselective approach to ferrugine (2a-benzoyltropane) and its methyl analogue (2-acetyltropane) is reported. The four-step sequence uses an enantioselective aldol reaction of tropinone with benzaldehyde or acetaldehyde, combined with an aldol deoxygenation via tosylhydrazone reduction