Enantioselective Alkynylation of Aromatic Aldehydes Catalyzed by New C2-Symmetric Bis-Schiff Base Amino Alcohol

Min      Hong; Qi-dong      You

doi:10.2174/157017807782795501

Abstract

Some novel C2-symmetric bis-schiff base amino alcohols were prepared, the structure of which is similar to Salens`. Butyl lithium was chosen as the base to generate nucleophilic reagent in asymmetric addition to benzaldehyde using amino alcohols as chiral ligand. Only moderate enantioselectivity was observed, and by using the ligand with inverted configuration, the resulting alcohol has the inverted configuration.

Keywords: Amino alcohols, alkynylation, asymmetric addition, chiral ligand, schiff base, enantioselectivity

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Letters in Organic Chemistry

Title: Enantioselective Alkynylation of Aromatic Aldehydes Catalyzed by New C2-Symmetric Bis-Schiff Base Amino Alcohol

Volume: 4 Issue: 8

Author(s): Min Hong and Qi-dong You

Affiliation:

Keywords: Amino alcohols, alkynylation, asymmetric addition, chiral ligand, schiff base, enantioselectivity

Abstract: Some novel C2-symmetric bis-schiff base amino alcohols were prepared, the structure of which is similar to Salens`. Butyl lithium was chosen as the base to generate nucleophilic reagent in asymmetric addition to benzaldehyde using amino alcohols as chiral ligand. Only moderate enantioselectivity was observed, and by using the ligand with inverted configuration, the resulting alcohol has the inverted configuration.

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Hong Min and You Qi-dong, Enantioselective Alkynylation of Aromatic Aldehydes Catalyzed by New C2-Symmetric Bis-Schiff Base Amino Alcohol, Letters in Organic Chemistry 2007; 4 (8) . https://dx.doi.org/10.2174/157017807782795501