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Operationally convenient, efficient asymmetric synthesis of enantiomerically pure 4-aminoglutamic acids via methylene dimerization of chiral glycine equivalents with dichloromethane |
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| Authors: | Vadim A Soloshonok Takeshi Yamada Hisanori Ueki Tanner K Cook Anatolii V Soloshonok Yasufumi Ohfune |
| Institution: | a Department of Chemistry and Biochemistry, University of Oklahoma, Norman, OK 73019, USA b Graduate School of Science, Department of Material Science, Osaka City University, Sugimoto, Sumiyoshi, Osaka 558-8585, Japan |
| Abstract: | This paper presents a practical and efficient asymmetric synthesis of enantiomerically pure 4-aminoglutamic acids using a quite unusual methylene dimerization of chiral nucleophilic glycine equivalents with dichloromethane under phase-transfer catalysis (PTC) conditions. From a synthetic standpoint, the reported procedure is highly operationally convenient and scalable as it does not require any chromatographic purification of the intermediate products. |
| Keywords: | Asymmetric synthesis Bis-amino acid Chiral glycine equivalents Methylene dimerization |
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