Cinchona based squaramide catalysed enantioselective Michael addition of α-nitrophosphonates to aryl acrylates: enantioselective synthesis of quaternary α-aminophosphonates期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

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Cinchona based squaramide catalysed enantioselective Michael addition of α-nitrophosphonates to aryl acrylates: enantioselective synthesis of quaternary α-aminophosphonates

Authors:	Truong Son Pham Katalin Gönczi György Kardos Krisztina Süle László Heged?s Mihály Kállay Miklós Kubinyi Pál Szabó Imre Petneházy László T?ke Zsuzsa Jászay

Institution:	1. Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, H-1521 Budapest, Hungary;2. Institute of Organic Chemistry, Research Center for Natural Sciences, H-1525 Budapest, Hungary;3. MTA-BME Organic Chemical Technology Research Group, Hungarian Academy of Sciences, Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, H-1521 Budapest, Hungary;4. MTA-BME Lendület Quantum Chemistry Research Group, Department of Physical Chemistry and Materials Science, Budapest University of Technology and Economics, H-1521 Budapest, PO Box 91, Hungary;5. Department of Physical Chemistry and Materials Science, University of Technology and Economics, H-1521 Budapest, Hungary;6. Institute of Molecular Pharmacology, Research Center for Natural Sciences, Hungarian Academy of Sciences, H-1525 Budapest, Hungary

Abstract:	Several cinchona based squaramide catalysts were applied to the asymmetric Michael addition of α-nitroethylphosphonates to acrylic acid aryl esters, resulting in high yields and enantioselectivities. The absolute configuration of one of the quaternary α-nitrophosphonate adducts was deduced from its experimental and calculated CD spectra. The adducts were reduced to their cyclic aminophosphonates by catalytic hydrogenation.

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