Abstract
The asymmetric allylic alkylation of rac-1,3-diphenyl-2-propenyl acetate 1 with dimethyl malonate 2a proceeded smoothly in the presence of lithium acetate, BSA ( N, O-bis(trimethylsilyl)acetamide), [Pd(η 3-C 3H 5)Cl] 2, and the chiral ligand ( R)- i-Pr 2N-PHEST ( R)- 5a to give the allylic alkylation product ( R)- 3a in 89% yield with 99% ee. Furthermore, the asymmetric allylic amination of 1 with potassium phthalimide 2c has been carried out using the same ligand to give the allylic amination product ( S)- 3c in 10% yield with 66% ee.
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