Brook Rearrangement

A. G. Brook, J. Am. Chem. Soc. 80, 1886 (1958); idem et al., ibid. 81, 981 (1959).

Base-catalyzed silicon migration from carbon to oxygen in α-, β- and γ-silyl alcohols, yielding silyl ethers:



Early review: A. G. Brook, Accts. Chem. Res. 7, 77-84 (1974). Synthetic applications: H. J. Reich et al., J. Am. Chem. Soc. 112, 5609 (1990); K. Takeda et al., Synlett 1993, 841; I. Fleming, U. Ghosh et al., J. Chem. Soc. Perkin Trans. I 1994, 257.