1,2-Epoxy-1-trimethylsilylcyclohexane (1) undergoes ring-opening by nucleophilic attack at C- 1 with inversion of configuration; in this way the glycol (2, X = OH), the glycol monoether (2, X = OMe), the bromohydrin (2, X = Br), and the alcohol (2, X = H) have been prepared in high yield.
C. M. Robbins and G. H. Whitham, J. Chem. Soc., Chem. Commun., 1976, 697 DOI: 10.1039/C39760000697
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