Enantioselective Synthesis of Dialkylated 伪-Hydroxy Carboxylic Acids through Asymmetric Phase-Transfer Catalysis

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• 作者：Shaobo Duan ; Sanliang Li ; Xinyi Ye ; Nuan-Nuan Du ; Choon-Hong Tan ; Zhiyong Jiang
• 刊名：Journal of Organic Chemistry
• 出版年：2015
• 出版时间：August 7, 2015
• 年：2015
• 卷：80
• 期：15
• 页码：7770-7778
• 全文大小：523K
• ISSN：1520-6904

文摘

In the presence of an L-tert-leucine-derived urea鈥揳mmonium salt as phase-transfer catalyst, a highly enantioselective alkylation of 5H-oxazol-4-ones with various benzyl bromides and allylic bromides has been developed to furnish catalytic asymmetric synthesis of biologically important dialkylated 伪-hydroxy carboxylic acids with a broad scope. This is the first example of an L-amino acid-derived urea鈥揳mmonium salt being used as a phase-transfer catalyst with excellent catalytic efficiency.