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Palladium-catalyzed asymmetric allylic substitution using planar chiral hydrazone ligands
Affiliation:1. Department of Materials Technology, Faculty of Engineering, Chiba University, Inage-ku, Chiba 263-8522 Japan;2. Department of Molecular Science and Technology, Faculty of Engineering, Doshisha University, Kyotanabe, Kyoto 610-0394, Japan;1. Faculty of Applied Chemistry and Materials Science, University Politehnica of Bucharest, Polizu Street No 1, 011061 Bucharest, Romania;2. Laboratoire de Chimie, CNRS, Université Claude Bernard, ENS-Lyon, 46 Allée d׳Italie, 69364 Lyon cedex 07, France;1. Faculty of Chemistry, Bu-Ali Sina University, Hamedan 6517838683, Iran;2. Pharmaceutical Engineering Laboratory, School of Chemical Engineering, College of Engineering, University of Tehran, P.O. Box 11155/4563, Tehran, Iran;3. Department of Chemistry, University of Sayyed Jamaleddin Asadabadi, Asadabad 6541835583, Iran;1. School of Advanced Materials Science and Engineering, Sungkyunkwan University, Suwon, Republic of Korea;2. Sungkyunkwan Advanced Institute of Nanotechnology (SAINT), Sungkyunkwan University, Suwon, Republic of Korea;1. Instituto de Física de São Carlos, Universidade de São Paulo, 13566-590 São Carlos, SP, Brazil;2. Universidade de Brasilia, 70910-900 Brasilia, DF, Brazil;3. Institut für Physikalische Chemie, Westfälische Wilhelms Universität Münster, D-48149 Münster, Germany;1. Instituto de Ciencia de Materiales de Madrid, CSIC, Campus Universitario de Cantoblanco, 28049 Madrid, Spain;2. Instituto de Ciencia y Tecnologia de Polimeros, CSIC, C/Juan de la Cierva 3, 28006 Madrid, Spain
Abstract:
Palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate (3) with a dimethyl malonate–BSA–LiOAc system has been successfully carried out in the presence of planar chiral phosphine-hydrazone ligands such as 2a in good yields with good enantioselectivities (up to 96% ee).
Keywords:
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