The utility of the 2-pyridylsilyl group as a multifunctional group in organic synthesis is described. The use of the 2-pyridylsilyl group as a removable directing group is a powerful synthetic strategy that circumvents the specificity-generality dilemma in metal-mediated organic synthesis. In addition, the utility of the 2-pyridylsilyl group as a phase tag for strategic separation and as a removable hydrophilic group for aqueous reactions is also described.
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Itami et al. (2006) studied this question.