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Synfacts 2009(8): 0823-0823  
DOI: 10.1055/s-0029-1217575
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of the Active Form of Loxoprofen

Contributor(s): Philip Kocienski
T. Hyodo, Y. Kiyotsuka, Y. Kobayashi*
Tokyo Institute of Technology, Japan
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Publication History

Publication Date:
23 July 2009 (online)

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Significance

Regio- and stereoselective allylic substitution of (Z)-allylic picolinate esters was used twice in this synthesis of the active form of loxoprofen. Kobayashi and co-workers showed that the method is general for the reaction of aryl and alkenyl copper reagents derived from Grignard reagents (J. Org. Chem. 2009, 74, 1939).