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Synthesis of 4-monofluoromethylenyl- and cis-4-monofluoromethyl-l-pyroglutamic acids via a novel dehydrofluorination |
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| Authors: | Xiao-Long Qiu Feng-Ling Qing |
| Affiliation: | a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 354 Fenglin Lu, Shanghai 200032, China b College of Chemistry and Chemical Engineering, Donghua University, 1882 West Yanan Lu, Shanghai 200051, China |
| Abstract: | Novel dehydrofluorination reactions accidentally found were used to synthesize terminal monofluoro olefin lactam analogues in good yield. The following hydrogenation of the resulting defluorinated product was systematically investigated. Two important fluorinated amino acids: 4-monofluoromethylenyl-l-pyroglutamic acid 16 and cis-4-monofluoromethyl-l-pyroglutamic acid 17 were synthesized using the methodology. |
| Keywords: | Fluorinated amino acids Pyroglutamic acids Dehydrofluorination |
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