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Synfacts 2008(8): 0789-0789
DOI: 10.1055/s-2008-1078532
DOI: 10.1055/s-2008-1078532
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of a Serotonin Reuptake Inhibitor
R. Anthes, O. Bello, S. Benoit, C.-K. Chen*, E. Corbett, R. M. Corbett, A. J. DelMonte, S. Gingras, R. Livingston, J. Sausker, M. Soumeillant
Bristol-Myers Squibb Company, New Brunswick, USA
Further Information
Publication History
Publication Date:
23 July 2008 (online)
Significance
The key step in the multikilogram synthesis of the drug candidate is a diastereoselective asymmetric cyclopropanation involving insertion of a carbene derived from ethyl diazoacetate into the alkene C mediated by Nishiyama’s catalyst (Tetrahedron: Asymmetry 1995, 6, 2487).