Highly diastereoselective synthesis of arylglycine derivatives via TFA-promoted Friedel-Crafts reactions of phenols with cyclic glyoxylate imines |
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| Authors: | Yong-Jun Chen Fei LeiLi Liu Dong Wang |
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| Affiliation: | Laboratory of Chemical Biology, Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, People's Republic of China |
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| Abstract: | Optically active α-arylglycine derivatives were synthesized by Brønsted acid (TFA)-promoted Friedel-Crafts reaction of various phenols with chiral cyclic glyoxylate imines (2a-c), followed by deprotection with Pd(OH)2/C under H2. The diastereoselectivities of the initially formed F-C reaction products are up to 99%. |
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| Keywords: | arylglycine F-C reaction phenol chiral cyclic glyoxylate imine diastereoselective synthesis |
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