Journal
TETRAHEDRON-ASYMMETRY
Volume 13, Issue 12, Pages 1291-1297Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0957-4166(02)00324-5
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This article describes the synthesis of a new type of chiral amino phosphine ligands from an amino naphthol starting material derived by asymmetric 1-aminoalkylation of 2-naphthol with (R)-1-phenylethylamine and benzaldehyde. The asymmetric induction properties of the ligands in the Pd(0)-catalyzed allylic substitution of 1,3-diphenylprop-2-en-1-yl acetate with dimethyl malonate has also been investigated, with near-quantitative yields and ee of up to 72.2% of the product being obtained under the optimized reaction conditions. (C) 2002 Elsevier Science Ltd. All rights reserved.
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