182683-05-2Relevant academic research and scientific papers
Copper(I) mediated highly diastereoselective conjugate addition of Grignard reagents to functionalised cycloalkenols: A general and efficient route for the stereoselective synthesis of 5- and 6-membered ring trisubstituted cycloalkanols
Dambrin, Valéry,Villiéras, Monique,Janvier, Pascal,Toupet, Lo?c,Amri, Hassen,Lebreton, Jacques,Villiéras, Jean
, p. 2155 - 2170 (2007/10/03)
The conjugate addition of magnesium cuprates to various 2-silyloxycyclopentene and 2-silyloxycyclohexene carboxylates leads diastereoselectively to related syn-anti cyclopentanols and cyclohexanols in fair overall yields. The β-elimination occurring with free hydroxylic derivatives is also partially or totally avoided by concomitant in situ trapping of the generated enolates. Attempts to rationalise our results are discussed.
