Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/13479
Title: Enantioselective Friedel-Crafts alkylation of 4, 7-dihydroindoles with enones catalyzed by primary-secondary diamines
Authors: Hong, L
Sun, W
Liu, C
Wang, L
Wong, K 
Wang, R
Keywords: Conjugate addition
Enantioselectivity
Enones
Friedel-crafts reaction
Organocatalysis
Issue Date: 2009
Publisher: Wiley-VCH
Source: Chemistry - a European journal, 2009, v. 15, no. 42, p. 11105-11108 How to cite?
Journal: Chemistry - a European journal 
Abstract: A study was conducted to demonstrate the development of a new chiral primary-secondary diamine catalyst derived from amino acid and its application in the asymmetric Friedel-Crafts alkylation of 4,7-dihydroindoles with α-βunsaturated enones. A array of primary amines derived from amino acids were investigated in the asymmetric Friedel-Crafts alkylation of 4,7-dihydroindole with benzylideneacetone in toluene. It was found that the length of the alkyl chain influenced the catalytic activity of the primary amine catalyst and the n-propylated catalyst gave the best result. It was also observed that the acid co-catalyst had a great impact on the reaction. The scope and limitations of the method was examined with regard to the enone and 4,7-dihydroindole substrates after establishing optimal reaction conditions.
URI: http://hdl.handle.net/10397/13479
ISSN: 0947-6539
EISSN: 1521-3765
DOI: 10.1002/chem.200901635
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