Iodine-catalysed allylation of aldehydes with allyltrimethylsilane

Mesoporous aluminosilicate-catalyzed allylation of aldehydes with allylsilanes

“…Typically, these reactions are performed under stoichiometric or near-stoichiometric amounts of strong Lewis acids (e.g., TiCl 4 , BF 3 ÁOEt 2 , and AlCl 3 ). 1,2 Many kinds of catalysts, such as Sc(OTf) 3 , 3 Yb(OTf) 3 , 4 iodine, 5 and FeCl 3 , 6 are also known to promote this transformation. However, the catalyst separation and recycling are difficult for these homogeneous systems.…”

The remarkable journey of catalysts from stoichiometric to catalytic quantity for allyltrimethylsilane inspired allylation of acetals, ketals, aldehydes and ketones

“…Molecular iodine had effectively converted broad range of aromatic and aliphatic aldehydes into corresponding homoallyl alcohols. 51 Higher yield of the product was obtained with high selectivity at 0 C in acetonitrile within short reaction time (1 min) (Scheme 31). Iodine successfully formed the trimethyl silyl iodide on reaction with allyltrimethylsilane which as a result effectively catalyze the reaction.…”

Allyltrimethylsilane

“…The allylation of aldehydes with allyltrimethylsilane, leading to homoallyl alcohols, has seen some important developments in recent years. 77 On the other hand, 1,6-heptadiene derivatives can be obtained through the bisallylation of carbonyl derivatives. A combination of InCl 3 and R 3 SiCl provides a strong Lewis acid catalyst, which is also suitable for the allylation of aldehydes and ketones, such as benzoin.…”