A short formal synthesis of three epimers of penmacric acid

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• 作者：Dimpy Sikriwal ; Ruchir Kant ; Prakas R. Maulik ; Dinesh K. Dikshit
• 关键词：Penmacric acid ; Epimers ; Pyroglutamate ; Lithium enolate ; Titanium enolate
• 刊名：Tetrahedron
• 出版年：2010
• 出版时间：7 August 2010
• 年：2010
• 卷：66
• 期：32
• 页码：6167-6173
• 全文大小：652 K

文摘

An extremely short formal synthesis of three epimers of penmacric acid is accomplished starting from pyroglutamate in one or two steps. Stereochemical outcome in the reaction of Li and Ti enolates of pyroglutamate with imines is found to be dependent on both chelation and steric factors.