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First Desymmetrization of 1,3-Propanediamine Derivatives in Organic Solvent. Development of a New Route for the Preparation of Optically Active Amines§

Author:
Busto García, Benjamín EduardoUniovi authority; Gotor Fernández, VicenteUniovi authority; García-Granda, SantiagoUniovi authority; Gotor Santamaría, Vicente MiguelUniovi authority
Publication date:
2007
Publisher version:
https://doi.org/10.1021/ol701720m
Citación:
Organic Letters, 9(21), p. 4203–4206 (2007); doi:10.1021/ol701720m
Descripción física:
p. 4203–4206
Abstract:

The chemical synthesis and enzymatic desymmetrization of a panel of prochiral diamines have been successfully described for the first time using lipases in organic solvents. A family of 2-aryl-1,3-propanediamines has been obtained with high enantiopurity and good yields in the PSL-catalyzed reaction using diallyl carbonate in 1,4-dioxane.

The chemical synthesis and enzymatic desymmetrization of a panel of prochiral diamines have been successfully described for the first time using lipases in organic solvents. A family of 2-aryl-1,3-propanediamines has been obtained with high enantiopurity and good yields in the PSL-catalyzed reaction using diallyl carbonate in 1,4-dioxane.

URI:
http://hdl.handle.net/10651/54887
ISSN:
1523-7060
DOI:
10.1021/ol701720m
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