Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/43152
Title: An efficient enantioselective method for asymmetric Friedel–Crafts alkylation of indoles with α,β-Unsaturated aldehydes
Authors: Hong, L
Wang, L
Chen, C
Zhang, BZ
Wang, R
Keywords: Friedel–crafts reaction
Indoles
Michael addition
Organic catalysis
α,β-unsaturated aldehydes
Issue Date: 2009
Publisher: Wiley-VCH
Source: Advanced synthesis & catalysis, 2009, v. 351, no. 5, p. 772-778 How to cite?
Journal: Advanced synthesis & catalysis 
Abstract: The Lewis base-Lewis base bifunctional catalytic system has been developed and successfully applied to the asymmetric Friedel–Crafts alkylation of indoles with α,β-unsaturated aldehydes. The reactions are promoted by chiral diphenylprolinol trimethylsilyl ether in the presence of triethylamine. By this protocol, optically active 3-substituted indoles can be obtained in an organocatalytic process that is free of Lewis or protic acid in high yields with up to 98% ee. Besides, this reaction could be carried out on a gram scale without any loss in the enantioselectivity.
URI: http://hdl.handle.net/10397/43152
ISSN: 1615-4150 (print)
1615-4169 (online)
DOI: 10.1002/adsc.200800710
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