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Chiral ferrocenyl amino alcohols as analogues of norephedrine catalysts for enantioselective addition of diethylzinc to benzaldehyde
✍ Scribed by Stéphanie Bastin; Jacques Brocard; Lydie Pélinski
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 146 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Optically active ferrocenyl amino alcohols have been prepared from commercially available l-alaninol and l-leucinol. They have been used in catalytic amounts as chiral ligands in the addition of diethylzinc to benzaldehyde. 1-Phenylpropanol has thus been obtained in up to 95% enantiomeric excess.
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## Abstract For Abstract see ChemInform Abstract in Full Text.
Optically active ferrocenyl amino alcohols have been prepared from commercially available L-alaninol, L-leucinol and L-valinol. They have been utilized as chiral ligands in the catalytic addition of diethylzinc to aldehydes. The influence of the substituents on the stereogenic centers of the ligand
The reaction of diethylzinc with benzaldehyde catalyzed by a small amount of chiral 2-amino-l-alcohols in toluene at room temperature gave optically active 1-phenylpropan-l-01 almost quantitatively in 2 50% ee. Asymmetric alkylation of various aldehydes with organometallic reagents in the presence