Highly Efficient Organocatalytic Kinetic Resolution of Activated Nitroallylic Acetates with Aldehydes via Conjugate Addition鈭扙limination

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• 作者：Raju Jannapu Reddy ; Kwunmin Chen
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：March 18, 2011
• 年：2011
• 卷：13
• 期：6
• 页码：1458-1461
• 全文大小：756K
• 年卷期：v.13,no.6(March 18, 2011)
• ISSN：1523-7052

文摘

A novel, efficient, and unprecedented organocatalytic kinetic resolution has been developed. For the first time, a variety of nitroallylic acetates 1a鈭?b>i have been resolved with aldehydes in the presence of 2 (2.5 mol %) via conjugate addition鈭抏limination. The densely functionalized products 3a鈭?b>o were obtained with excellent enantioselectivities (up to >99% ee), and unreacted substrates 1a鈭?b>i were recovered with good to excellent optical purity (up to 98% ee).