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Synfacts 2007(9): 0902-0902  
DOI: 10.1055/s-2007-968836
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (±)-Indatraline

Contributor(s): Philip Kocienski, Indu Dager
L. F. Silva, Jr.*, F. A. Siqueria, E. C. Pedrozo, F. Y. M. Vieira, A. C. Doriguetto
Universidade de São Paulo and Universidade Federal de Alfenas, Brazil
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Publication History

Publication Date:
23 August 2007 (online)

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Significance

(±)-Indatraline can be used to prevent chronic stimulant abuse by substituting the methamphetamine-like stimulants. The salient feature of the synthesis is an iodine(III)-mediated diastereoselective ring contraction of 1,2-dihydro­naphthalene A to form the indane derivative D.