Journal
TETRAHEDRON LETTERS
Volume 55, Issue 50, Pages 6891-6894Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.10.101
Keywords
Chiral ligand; Amino alcohol; Enantioselective addition; Axial chirality; Asymmetric catalysis
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Funding
- Hungarian Scientific Research Fund [OTKA K 104528]
- Richter Gedeon Talentum Foundation
- New Szechenyi Plan [TAMOP-4.2.1/B-09/1/KMR-2010-0002]
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A highly efficient pyrrolidine-derived atropisomeric amino alcohol, (S-a)-1[2-diphenylhydroxymethyl-6-(trifluoromethyl)phenyl]-2-(1-pyrrolido)methyl-1H-pyrrole, has been synthesized as a chiral ligand for the enantioselective addition of diethylzinc to some prochiral aldehydes to afford (S)-alcohols. The conversion rates were close to quantitative with good to excellent enantiomeric excesses (up to 95% ee). (C) 2014 Elsevier Ltd. All rights reserved.
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