Synthesis of Novel 3-Deoxy-3-thio Derivatives of d-Glucosamine and Their Application as Ligands for the Enantioselective Addition of Diethylzinc to Benzaldehyde.

Bibliographic Details
Title: Synthesis of Novel 3-Deoxy-3-thio Derivatives of d-Glucosamine and Their Application as Ligands for the Enantioselective Addition of Diethylzinc to Benzaldehyde.
Authors: Hakim, Yusuf Zaim1 (AUTHOR) y.hakim@student.uw.edu.pl, Bauer, Tomasz1 (AUTHOR) tbauer@chem.uw.edu.pl
Source: International Journal of Molecular Sciences. May2024, Vol. 25 Issue 10, p5542. 16p.
Subject Terms: *DIETHYLZINC, *ASYMMETRIC synthesis, *LIGANDS (Chemistry), *BENZALDEHYDE, *ATOMS
Abstract: A series of novel thio-derivatives of d-glucosamine has been synthesized using double inversion procedures at the C3 atom. New compounds were applied as ligands for the diethylzinc addition to benzaldehyde and the products of the addition were obtained with a low to good enantiomeric ratio. The direction and the level of the asymmetric induction were highly dependent on the type of protecting groups on the nitrogen and sulfur atoms. [ABSTRACT FROM AUTHOR]
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ISSN:16616596
DOI:10.3390/ijms25105542
Published in:International Journal of Molecular Sciences
Language:English