A stereo-divergent route to aminocyclopentitol derivatives
β Scribed by Shital K. Chattopadhyay; Ayan Bandyopadhyay
- Book ID
- 104099334
- Publisher
- Elsevier Science
- Year
- 2011
- Tongue
- French
- Weight
- 372 KB
- Volume
- 52
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
A stereo-divergent synthetic strategy based on diastereoselective vinylation of an a-amino aldehyde, ring-closing metathesis reaction and diastereoselective dihydroxylation reaction as key steps has been developed for the synthesis of three aminocyclopentitol derivatives of chemical and biological relevance.
π SIMILAR VOLUMES
A concise route to ethyl 7-bromo-1-cyclopropyl-6,8-difluoro-4-quinolone-3-carboxylate has been developed. This compound is a key intermediate for divergent synthesis of various C7-substituted fluoroquinolones, a group of potent topoisomerase II inhibitors with promising clinical applications.
## Abstract New pyrrolizidine derivatives 6 and 7 were prepared from the 1, 5βdihydroβ2__H__βpyrrolβ2βone 3a __via__ an acidic intramolecular aldol condensation in 16% and 42% yields, respectively. Compound 6 was obtained by dehydration of 7 with __p__βtoluenessulfonic acid in 67% yield.