A breakthrough in enantioselective catalytic addition of allylsilanes to aldehyes was made by Gauthier and Carreira with a fluorotitanium catalyst (1) prepared in situ from TiF4 and binaphthol. Only 10% of 1 gives 94% ee for the addition of allyltrimethylsilane to, for example, tert-butylcarbaldehyde! The extreme polarity of the Ti–F bond is responsible for the special properties of catalyst 1.
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Duthaler et al. (1997) studied this question.
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