Domino Transformation of <scp>d</scp>-Glucal to Racemic α-Substituted α-Hydroxymethyl Furfuryl Derivatives
作者:Debaraj Mukherjee、Syed Khalid Yousuf、Subhash Chandra Taneja
DOI:10.1021/ol801917n
日期:2008.11.6
Lewis acid mediated one-pot transformation of D-glucal in the presence of nucleophiles leads to the formation of racemic alpha-substituted alpha-hydroxymethyl furfuryl derivatives, versatile synthons for biologically active molecules. Transformations using O-, S-, C-, and N-nucleophiles could be achieved readily under mild and scalable conditions. Indium triflate proved to be the catalyst of choice in terms of conversion and regioselectivity,