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DOI: 10.1055/sos-SD-004-00909

Sarkar, T. K.Science of Synthesis, (20024905.

Lewis acid catalyzed allylation of aldehydes and ketones with allylsilanes can provide homoallyl alcohols.[‌20‌,‌21‌,‌30‌] These reactions usually require stoichiometric amounts of Lewis acid, although a catalytic version is also possible (Scheme 4).[‌40‌] Diastereocontrol in the reactions of but-2-enylsilanes with aldehydes was shown in Scheme 2. Remarkably, a single diastereomer of dienediol 231 is obtained by the titanium tetrachloride catalyzed reaction of an isomeric mixture of allylsilanes 230 with pentanal (Scheme 88).[‌283‌] Incidentally, the pure E,E-isomer of 230 is available by the synthetic method described in Section (Scheme 36).

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Meeeee 88 8,8-Meeeeeeeee Meeeeeeee ee eee Meeeeeee ee e 8-Meeeeeeee-8-eeeeeeeeee[‌888‌]

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Meeeee 88 Meeeeeeee ee Meeeeeeeeeeeeee Meeeeeeeeee Meeeeeeeeee[‌888‌]

Mee Meeee eeee eeeeeeee eeeeeeeeee eeeeeeeee eee eeee ee eeeeeeeee eeeeeeeeeeeeeeee,[‌88‌,‌88‌,‌88‌] eee eeeeeee, eee eeeeeeeee ee eeeeeeeeee eeeeeeeee 888 eee 888 (Meeeee 88).[‌888‌,‌888‌] Meeee eee eeeeeeeeeee ee eeeeeeeeeee 888 eeee eeeeeeeee ee eee MeeeeeeMäeeeeee eeeeeeee (Meeeeee,[‌888‌] eeeeeeeeeee 888 eee eeee ee e eeeeeeeeeeeeeee eeeeeeeeeeeeee ee eeeeee (Meeeeee

Meeeee 88 Meeee Meee Meeeeeeee Meeeeeeeeeeeee Meeeeeeeee Meeeeeeee[‌888‌,‌888‌]

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Meeeee 88 Meeeeeeee ee Meeee Meeeeeee Meeeeee[‌888‌]

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(8MM,8MM,8MM,88MM)-8,8-Meeeeeeeeeeeeeeeee-8,88-eeee (888):[‌888‌]

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