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钯催化烯丙基取代反应中手性配体的“甲基效应”

The "Methyl Effect" in The Enantioselective Allylic Substitution Using Palladium/Chiral Pyridinylmethyl-oxazolines

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【作者】 李枝蓬; 汤方毅; 伍新燕; 周其林; 陈新滋;

【Author】 LI Zhi Peng 1, TANG Fang Yi 1, WU Xin Yan 1, ZHOU Qi Lin 1,2 * , Albert S. C. Chan\+3 (1. Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, China; 2. State Key Laboratory and Institute of Element

【机构】 华东理工大学精细化工研究所; 香港理工大学应用生物与化学工程系 上海200237; 上海200237; 上海200237南开大学元素有机化学研究所; 元素有机化学国家重点实验室; 天津300071;

【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.

【基金】 国家重点基础研究发展规划项目基金 (编号 :G2 0 0 0 0 775 0 6 );国家自然科学基金 (批准号 :2 9972 0 2 7);香港理工大学ASD基金资助
  • 【文献出处】 高等学校化学学报 ,Chemical Research In Chinese Universities , 编辑部邮箱 ,2001年12期
  • 【分类号】O621.25
  • 【下载频次】168
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