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A Versatile Approach for the Asymmetric Synthesis of 3-Alkyl-isoindolin-1-ones
作者姓名:陈明德  贺明珠  黄利强  阮源萍  黄培强
作者单位:CHEN,Ming-De HE,Ming-Zhu HUANG,Li-Qiang RUAN,Yuan-Ping HUANG,Pei-Qiang Department of Chemistry,Xiamen University,Xiamen,Fujian 361005,China
基金项目:theNationalNaturalScienceFoundationofChina (Nos.2 9832 0 2 0and 2 0 0 72 0 31)
摘    要:3 Substitutedisoindolin 1 ones (2 ,3 dihydro 1H isoindolin 1 ones)ofgeneralstructure (1)constitutethekeystructuralfeatureofalargenumberofbioactivemoleculesofnaturalorsyntheticorigin .Forexample ,lennoxamine (2 ) ,1nuevamineandchileninearealkaloidsisolatedfromvarious…


A Versatile Approach for the Asymmetric Synthesis of 3-Alkyl-isoindolin-1-ones
CHEN,Ming-De HE,Ming-Zhu HUANG,Li-Qiang RUAN,Yuan-Ping HUANG,Pei-Qiang.A Versatile Approach for the Asymmetric Synthesis of 3-Alkyl-isoindolin-1-ones[J].Chinese Journal of Chemistry,2002,20(11):1149-1153.
Authors:CHEN  Ming-De HE  Ming-Zhu HUANG  Li-Qiang RUAN  Yuan-Ping HUANG  Pei-Qiang
Institution:CHEN,Ming-De HE,Ming-Zhu HUANG,Li-Qiang RUAN,Yuan-Ping HUANG,Pei-Qiang Department of Chemistry,Xiamen University,Xiamen,Fujian 361005,China
Abstract:A flexible approach to (R)-3-alkyl-isoindolin-1-ones and (R)-3-aryl-isoindolin-1-ones via a diastereoselective reductive-alkylation is described. Present method is versatile in scope, allowing the easy introduction of various C-3 substituents by Grignard addition to phthalimide derived from (R)-phenylglycinol. 3-Alkyl-3-hydroxy-isoindolin-1-ones can also be obtained in the first step of the present method.
Keywords:isoindolin-1-one  asymmetric synthesis  phenylglycinol  reductive alkylation  phthalimide
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