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Lewis acid promoted reaction of acetals with η3-crotyltitanium reagents

✍ Scribed by Nadine Thery; Jan Szymoniak; Claude Moïse

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
229 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

In the presence of Lewis acids, q3-crotyltitanocene reagents react with acetals to give homoallylic ethers in moderate to good yields. In all cases the reactions proceed with total T-regioselectivity. The diastereoselectivity for aliphatic acetals is no longer observed in comparison with the total anti selectivity in the reaction involving benzaldehyde dimethyl acetal, as well as in the intramolecular addition to a tethered acetal.

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