Volume 31, Issue 12
Isocyclic Compounds
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ChemInform Abstract: Asymmetric Addition of Alkyllithium to Chiral Imines: α-Naphthylethyl Group as a Chiral Auxiliary.

Hideki Yamada

Hideki Yamada

Fac. Pharm. Sci., Chiba Univ., Inage, Chiba 263, Japan

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Tomohiko Kawate

Tomohiko Kawate

Fac. Pharm. Sci., Chiba Univ., Inage, Chiba 263, Japan

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Atsushi Nishida

Atsushi Nishida

Fac. Pharm. Sci., Chiba Univ., Inage, Chiba 263, Japan

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Masako Nakagawa

Masako Nakagawa

Fac. Pharm. Sci., Chiba Univ., Inage, Chiba 263, Japan

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First published: 09 June 2010

Abstract

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ChemInform Abstract

In the presence of BF3 and TMEDA organolithiums react with chiral imines of type (I) to afford amines with good to high diastereoselectivity. In some cases opposite diastereomers are formed. These amines can be used as chiral ligands for other asymmetric reactions.

chemical structure image

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