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Synlett 1996; 1996(8): 745-746
DOI: 10.1055/s-1996-5534
DOI: 10.1055/s-1996-5534
letter
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Unprecedented Electronic and Steric Effects in Palladium-Catalyzed Asymmetric Allylation: Switching of Enantioselectivity with a Single Chiral Backbone
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Publication History
Publication Date:
31 December 2000 (online)
In the palladium-catalyzed asymmetric substitution reaction between 1,3-diphenylallyl acetate and sodium salt of diethyl malonate, electron-withdrawing and electron-rich P-substituents in a single chiral back-bone give products of opposite stereochemistry. Sterically bulky substituents have the same effect as electron-rich ones.
asymmetric allylation - palladium catalyst - steric effects - electronic effects - bidentate phosphinites