New solution free and polymer anchored chiral bispidine-based amino alcohols. Synthesis and screening for the enantioselective addition of diethylzinc to benzaldehyde
β Scribed by Giordano Lesma; Bruno Danieli; Daniele Passarella; Alessandro Sacchetti; Alessandra Silvani
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- English
- Weight
- 149 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0957-4166
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β¦ Synopsis
A new approach has been evaluated for the preparation of solution free and polymer supported chiral bicyclic amino alcohols. This strategy involves the use of readily available starting materials and allows chiral ligands characterised by the bispidine core, bearing a stereogenic centre b to one of the nitrogen atoms to be obtained. The first results obtained from the application of these ligands in the asymmetric addition reaction of diethylzinc to benzaldehyde are discussed.
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Starting from an industrial waste material, the synthesis of a series of new, artificial [3-amino alcohol structures (all-R)-6-10 and 13-16 based on the octahydrocyclopenta[b]pyrrole system is presented. These structures were also the subject of studies aimed at developing effective catalysts for en