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Stereoselective double Friedel-Crafts alkylation of indoles with divinyl ketones


Reference:

Silvanus, A. C., Heffernan, S. J., Liptrot, D. J., Kociok-Kohn, G., Andrews, B. I. and Carbery, D. R., 2009. Stereoselective double Friedel-Crafts alkylation of indoles with divinyl ketones. Organic Letters, 11 (5), pp. 1175-1178.

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Official URL:

http://dx.doi.org/10.1021/ol900014a

Abstract

A tandem double Friedel-Crafts reaction of indoles and nonsymmetrical divinyl ketones has been achieved. The tandem reaction forms complex [6-5-7]-tricyclic Indoles in excellent yields. The reaction is completely regioselective and offers high levels of syn diastereoselectivity. The reaction Is also seen to be sensitive to substrate structure and catalyst.

Details

Item Type Articles
CreatorsSilvanus, A. C., Heffernan, S. J., Liptrot, D. J., Kociok-Kohn, G., Andrews, B. I. and Carbery, D. R.
DOI10.1021/ol900014a
DepartmentsFaculty of Science > Chemistry
RefereedYes
StatusPublished
ID Code13443

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