Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5290078 | Tetrahedron Letters | 2006 | 4 Pages |
Abstract
1,4-bis(Trimethylsilyl)-2-butene 1 can react with alkyl and aromatic aldehydes in the presence of titanium tetrachloride to give α-(trimethylsilyl)methyl homoallylic alcohols and (1-vinylallyl)benzene type compounds in poor to good yield according to the related position of each substituents present on the aromatic ring. In the last case, the reaction involves a SE2Ⲡtype electrophilic substitution of 1,4-bis(trimethylsilyl)-2-butene by aromatic aldehydes activated by TiCl4, followed by a 1,2-migration of a vinyl group.
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Qianqian Ding, Anne-Sophie Chapelon, Cyril Ollivier, Maurice Santelli,