Highly enantioselective synthesis of (R)-alpha-alkylserines via phase-transfer catalytic alkylation of o-biphenyl-2-oxazoline-4-carboxylic acid tert-butyl ester using cinchona-derived catalysts |
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| Authors: | Lee Yeon-Ju Lee Jihye Kim Mi-Jeong Kim Taek-Soo Park Hyeung-Geun Jew Sang-Sup |
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| Institution: | Research Institute of Pharmaceutical Sciences and College of Pharmacy, Seoul National University, Seoul 151-742, Korea. |
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| Abstract: | reaction: see text] A highly enantioselective synthetic method for (R)-alpha-alkylserines was developed by the phase-transfer catalytic alkylation of o-biphenyl-2-oxazoline-4-carboxylic acid tert-butyl ester (4i) using cinchona-derived phase-transfer catalyst N(1)-(9-anthracenylmethyl)-O(9)-allyl-dihydrocinchonidinium bromide (up to 96% ee). |
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