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Synfacts 2010(4): 0389-0389  
DOI: 10.1055/s-0029-1219493
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (R)-Tolterodine

Contributor(s): Philip Kocienski
B. D. Gallagher, B. R. Taft, B. H. Lipshutz*
University of California, Santa Barbara, USA
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Publication History

Publication Date:
22 March 2010 (online)

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Significance

(R)-Tolterodine tartrate (Detrol®) is a competitive muscarinic receptor antagonist that is widely used to treat urinary incontinence. The synthesis of (R)-tolterodine exemplifies the asymmetric hydrosilylation of coumarins catalyzed by [(R)-DTBM-SEGPHOS]CuH. The stoichiometric reductant, diethoxymethylsilane, is cheap.