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

Elisabetta Alberico, Serafino Gladiali, Rossana Taras, Kathrin Junge, Matthias Beller

Research output: Contribution to journalArticlepeer-review

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Abstract

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.

Original languageEnglish
Pages (from-to)1406-1410
Number of pages5
JournalTetrahedron Asymmetry
Volume21
Issue number11-12
DOIs
StatePublished - 23 Jun 2010
Externally publishedYes

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