The title allylsilanes, e.g., I, react with carbonyl compds. in the presence of Lewis acids to give the corresponding homoallyl alcs. with ee varying from 21 to 56%. E.g., I reacted with butanal in the presence of TiCl4 to give CH3CH2CH2CHOHCH2CH:CH2 in 58% yield with 46% ee. The role of the Lewis acid is crucial for a correct development of the reactions; different procedures are tested and the results compared.
C-Centered optically active organosilanes. 2. Application to enantioselective allylation of carbonyl compounds
Mordini Alessandro;
1987
Abstract
The title allylsilanes, e.g., I, react with carbonyl compds. in the presence of Lewis acids to give the corresponding homoallyl alcs. with ee varying from 21 to 56%. E.g., I reacted with butanal in the presence of TiCl4 to give CH3CH2CH2CHOHCH2CH:CH2 in 58% yield with 46% ee. The role of the Lewis acid is crucial for a correct development of the reactions; different procedures are tested and the results compared.File in questo prodotto:
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