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Synthesis of chiral ligands derived from the Betti base and their use in the enantioselective addition of diethylzinc to aromatic aldehydes

✍ Scribed by Jun Lu; Xuenong Xu; Cunde Wang; Jiangang He; Yuefei Hu; Hongwen Hu

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
131 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

A novel procedure for selective direct N,N-alkylation of the chiral Betti base was developed, and a new family of chiral ligands, (S)-1-(a-cycloaminobenzyl)-2-naphthols, were prepared. The ligands with five-and six-membered cyclic amines showed highly efficient asymmetric induction in the addition of diethylzinc to aromatic aldehydes in 93-96% yields and 91-99% ee.

πŸ“œ SIMILAR VOLUMES

Use of readily available chiral compound
Use of readily available chiral compounds related to the betti base in the enantioselective addition of diethylzinc to aryl aldehydes
✍ Cosimo Cardellicchio; Giuseppe Ciccarella; Francesco Naso; Filippo Perna; Paolo πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 501 KB

Readily available members of the family of chiral non-racemic aminonaphthols related to the Betti base 1 were tested as complexing agents in the catalytic enantioselective addition of diethylzinc to aryl aldehydes. The use of these bases gave high ee values (up to >99%). The highest ee values were o

ChemInform Abstract: Use of Readily Avai
ChemInform Abstract: Use of Readily Available Chiral Compounds Related to the Betti Base in the Enantioselective Addition of Diethylzinc to Aryl Aldehydes.
✍ Cosimo Cardellicchio; Giuseppe Ciccarella; Francesco Naso; Filippo Perna; Paolo πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 27 KB πŸ‘ 2 views

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