Author(s):
Serra, M. Elisa Silva 
; Murtinho, Dina ; Gonsalves, A. M. d'A. Rocha
Date: 2008
Persistent ID: http://hdl.handle.net/10316/8253
Origin: Estudo Geral - Universidade de Coimbra
Document details
A comparative study of reactivity and selectivity of chiral diamines and struct...
Description
A series of chiral delta-diamines and structurally analogous delta-amino alcohols derived from natural tartaric acid were synthesized and a comparative study of their activity and selectivity in the enantioselective alkylation of aromatic aldehydes was carried out. Our results show that in general the delta-diamines were found to be better chiral inducers than the corresponding delta-amino alcohols. The highest selectivity was observed when benzaldehyde was alkylated in the presence of the benzylic diamine, giving (R)-1-phenylpropanol with an ee of 42%. Copyright © 2008 John Wiley & Sons, Ltd. http://dx.doi.org/10.1002/aoc.1428
A series of chiral delta-diamines and structurally analogous delta-amino alcohols derived from natural tartaric acid were synthesized and a comparative study of their activity and selectivity in the enantioselective alkylation of aromatic aldehydes was carried out. Our results show that in general the delta-diamines were found to be better chiral inducers than the corresponding delta-amino alcohols. The highest selectivity was observed when benzaldehyde was alkylated in the presence of the benzylic diamine, giving (R)-1-phenylpropanol with an ee of 42%. Copyright © 2008 John Wiley & Sons, Ltd. http://dx.doi.org/10.1002/aoc.1428
Document Type
Article
Language English
Language English
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