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The steric course of the addition of alcohol to photochemically generated chiral silylenes, (1-phenylethyl)methylsilylene and (1-(2-methoxyphenyl)ethyl)methylsilylene, is reversed in the presence of Lewis bases. The reversal in the stereoselectivity results when the Lewis base coordinates inter-/intramolecularly to the silylene from the less hindered face, after which the addition of alcohol to the silylene takes place.
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Sanji et al. (2006) studied this question.
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