MIP for Regioselective Huisgen 1,3-Dipolar Cycloaddition Reaction

H. Zhang; T. Piacham; M. Drew; M. Patek; K. Mosbach; L. Ye

doi:10.1055/s-2006-941904

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Synfacts 2006(7): 0742-0742
DOI: 10.1055/s-2006-941904

Polymer-Supported Synthesis

MIP for Regioselective Huisgen 1,3-Dipolar Cycloaddition Reaction

Contributor(s): Yasuhiro Uozumi, Takayasu Arakawa
H. Zhang, T. Piacham, M. Drew, M. Patek, K. Mosbach*, L. Ye*
Lund University, Sweden and Sanofi-Aventis, Tucson, USA

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Publication History

Publication Date:
22 June 2006 (online)

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Significance

A molecularly imprinted polymer (MIP) as effective nanoreactor for Huisgen 1,3-dipolar cycloaddition of azides and alkynes was developed. MIP was prepared by polymerization of methacrylic acid and ethylene glycol dimethacrylate using anti-1 as template. The imprinted nanoreactor was applied to the 1,3-dipolar cycloaddition of ethyl propiolate and 2-aminobenzyl azide to give triazole 1 with 94% anti-selectivity.