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Synfacts 2007(12): 1302-1302
DOI: 10.1055/s-2007-991322
DOI: 10.1055/s-2007-991322
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Selective Preparation and Reactions of Propargylic Grignard Reagents
H. P. Acharya, K. Miyoshi, Y. Kobayashi*
Tokyo Institute of Technology, Yokohama, Japan
Further Information
Publication History
Publication Date:
22 November 2007 (online)
Significance
Propargylic Grignard reagents are important intermediates in synthesis. The preparation of the unsubstituted reagent was previously possible only using a toxic mercury catalyst. A catalytic amount of ZnBr2 offers an excellent alternative to mercury in this process, now allowing a simple preparation of various propargylmagnesium bromides in good yields. Several examples demonstrated excellent selectivity of these reagents in reactions with ketones and allylic electrophiles.