Bifunctional Organocatalysts for Enantioselective aza-Morita-Baylis-Hillman Reaction

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• 作者：Katsuya Matsui ; Shinobu Takizawa ; and Hiroaki Sasai
• 刊名：Journal of the American Chemical Society
• 出版年：2005
• 出版时间：March 23, 2005
• 年：2005
• 卷：127
• 期：11
• 页码：3680 - 3681
• 全文大小：62K
• 年卷期：v.127,no.11(March 23, 2005)
• ISSN：1520-5126

文摘

The efficient and novel bifunctional organocatalyst for the enantioselective aza-Morita-Baylis-Hillman (aza-MBH) reaction has been established with (S)-3-(N-isopropyl-N-3-pyridinylaminomethyl)BINOL for the first time. The reaction proved to be deeply influenced by the position of the Lewis base attached to BINOL. The acid-base-mediated functionalities for the activation of the substrate and the fixing of conformation of the organocatalyst are harmoniously performed to promote the reaction with high enantiocontrol.