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Title: The "Methyl Effect" in the Enantioselective Allylic substitution using Palladium/Chiral Pyridinylmethyl-oxazolines
Authors: Li, ZP
Tang, FY
Wu, XY
Zhou, QL
Chan, ASC
Keywords: Allylic substitution
Asymmetric catalysis
Chiral pyridinyl-oxazoline ligand
Issue Date: 2001
Publisher: Higher Education Press
Source: Kao teng hsueh hsiao hua heush hsueh pao/ Chemical journal of Chinese universities, 2001, v. 22, no. 12, p. 2033- How to cite?
Journal: Kao Teng Hsueh Hsiao Hua Heush Hsueh Pao/ Chemical Journal of Chinese Universities 
Abstract: In this paper, two types of chiral ligands 1 and 2 containing pyridinyl moiety and oxazolines bridged by a methylene group were investigated in the palladium catalyzed substitution of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate. Ligands 2, which have two methyl groups at the bridged methylene, gave higher enantioselectivities than their unsubstituted analogues 1. This "methyl effect" increased while the substituent on the C-4 in the oxazoline ring was changed from benzyl to tert-butyl. Despite of that the "methyl effect" was found in the palladium catalyzed enantioselective allylic substitution, it was obviously significant for assisting rational design of chiral ligands and catalysts in other asymmetric reaction.
ISSN: 0251-0790
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