Novel enantioselective synthesis of both enantiomers of furan-2-yl Amines and amino acids

Date

2003-01-01

Author

Demir, Ayhan Sıtkı
Sesemoglu, O
Ulku, D
Arici, C

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A new enantioselective synthesis of furan-2-yl amines and amino acids is described, in which the key step is the oxazaborolidine-catalyzed enantioselective reduction of O-benzyl (E)- and (Z)-furan-2-yl ketone oximes to the corresponding chiral amines. The chirality of the furan-2-yl amines is fully controlled by the appropriate choice of the geometrical isomer of the O-benzyl oxime. Oxidation of the furan ring furnished amino acids in high yields.

Subject Keywords

Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis

URI

https://hdl.handle.net/11511/56619

Journal

HELVETICA CHIMICA ACTA

DOI

https://doi.org/10.1002/hlca.200390022

Collections

Department of Chemistry, Article

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Citation Formats

A. S. Demir, O. Sesemoglu, D. Ulku, and C. Arici, “Novel enantioselective synthesis of both enantiomers of furan-2-yl Amines and amino acids,” HELVETICA CHIMICA ACTA, pp. 91–105, 2003, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/56619.