Expanding the scope of atropisomeric monodentate P-donor ligands in asymmetric catalysis. Asymmetric allylic alkylation of 1,3-diphenylpropenyl-1-esters by Pd/BINEPINE catalysts

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• 作者：Elisabetta Alberico ; Serafino Gladiali ; Rossana Taras ; Kathrin Junge ; Matthias Beller
• 刊名：Tetrahedron: Asymmetry
• 出版年：2010
• 出版时间：23 June 2010
• 年：2010
• 卷：21
• 期：11-12
• 页码：1406-1410
• 全文大小：512 K

文摘

Monodentate binaphthophosphepines (BINEPINES) have been tested in the palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenylallyl esters. Stereoselectivities of up to 92 % ee have been achieved in the alkylation of the acetate ester with the C-nucleophile, generated in situ by the action of BSA (N,O-bis(trimethylsilyl)acetamide) on dimethylmalonate in the presence of a catalytic amount of sodium acetate.