Diol-tin ketal as effective catalyst in the tin mediated benzoylation of polyols

The monobenzoylation of 1-phenyl-1,2-ethanediol in the presence of different tin reagent has been studied. The stannylene ketal of 1-phenyl-1,2-ethanediol has been prepared and used as a catalyst or generated in situ by exchange with other mixed tin ketals. In either case, the acylation occurs rapidly with 2 mol% of the catalyst with the known selectivity. These experiments clearly establish the catalytic nature of the acylation reaction.

The monobenzoylation of 1-phenyl-1,2-ethanediol in the presence of different tin reagents has been studied. When 1-phenyl-1,2-ethanediol is reacted with a tin oxide or a tin ketal, the corresponding tin ketal is formed. This proved to be the actual catalyst in the benzoylation reaction. Figure optionsDownload as PowerPoint slide