New Chiral Ligands Derived from ( S)-Leucine for the Enantioselective Addition of Diethylzinc to Aldehydes

A new series of chiral β-amino alcohols derived from ( S)-leucine has been synthesized. The amino alcohol possessing a piperidine ring and a phenethyl group on the carbinol carbon atom was found to be an efficient ligand to catalyze the enantioselective addition of diethylzinc to aromatic (up to 97%...

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Bibliographic Details
Published in:Tetrahedron 2000-01, Vol.56 (2), p.175-178
Main Authors: Kawanami, Yasuhiro, Mitsuie, Tomoko, Miki, Misuzu, Sakamoto, Takanobu, Nishitani, Kazumi
Format: Article
Language:English
Subjects:
( S)-leucine
chiral ligands
enantioselective addition
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Summary:A new series of chiral β-amino alcohols derived from ( S)-leucine has been synthesized. The amino alcohol possessing a piperidine ring and a phenethyl group on the carbinol carbon atom was found to be an efficient ligand to catalyze the enantioselective addition of diethylzinc to aromatic (up to 97% ee) and aliphatic (up to 95% ee) aldehydes.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(99)00971-0