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4.4.40.59.2 Variation 2: By Lewis Base Promoted Allylation

DOI: 10.1055/sos-SD-004-00909

Sarkar, T. K.Science of Synthesis, (20024907.

Homoallyl alcohols are also available by allylation of aldehydes with allylsilanes in the presence of a Lewis base, for example, the fluoride ion.[‌20‌‌22‌,‌30‌] These reactions are sometimes regioselective, as, for example, the preparation of fluorinated homoallylic alcohol 241 (Scheme 93).[‌62‌] This application of allylsilane 19, prepared by the electroreductive synthesis described in Section 4.4.40.4, demonstrates how easily a difluoromethylene moiety can be introduced into an organic molecule.

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