Studies on the diastereoselective reductive alkylation of (R)-phenylglycinol derived phthalimide: observation of stereoelectronic effects

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• 作者：Chen ; Ming-De ; He ; Ming-Zhu ; Zhou ; Xiang ; Huang ; Li-Qiang ; Ruan ; Yuan-Ping ; Huang ; Pei-Qiang
• 关键词：Isoindolin-1-one ; Phenylglycinol ; Reductive alkylation ; Diastereoselective reaction ; Stereoelectronic effects
• 刊名：Tetrahedron
• 出版年：2005
• 期刊代码：107_00404020
• 类别：ch
• 出版时间：January 31, 2005
• 卷：61
• 期：5
• 页码：1335-1344
• 文件大小：437 K

摘要

Full details of a flexible approach to N-protected (R)-3-alkyl-isoindolin-1-ones 13 via diastereoselective reductive-alkylation are described, with emphasis on the stereochemical outcome of the key diastereoselective reactions. Additional experiments allowed finding remarkable stereoelectronic effects on the reductive ring-opening reactions.