A silyloxy-THF has been converted into a cyclopropane containing three stereocentres as mixture of diastereoisomers. The mechanism of the reaction has been established and the source of stereochemical leakage proposed. An alternative stereospecific cascade reaction has been discovered.
T. Boesen, D. J. Fox, W. Galloway, D. S. Pedersen, C. R. Tyzack and S. Warren, Org. Biomol. Chem., 2005, 3, 630 DOI: 10.1039/B413500H
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