Synthesis of chiral butenolides using amino-thiocarbamate-catalyzed asymmetric bromolactonization |
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Authors: | Chong Kiat Tan Jun Cheng ErYing-Yeung Yeung |
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Affiliation: | Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore |
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Abstract: | The asymmetric cyclization of 4,4-disubstituted 3-butenoic acids is studied. Amino-thiocarbamates are used as the catalysts and N-bromosuccinimide is used as the stoichiometric halogen source. The resulting γ-butanolide products are readily converted into the corresponding γ-butenolides (up to 58% ee) derivatives in one-pot. |
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Keywords: | Bromolactonization Catalysis Lewis base Asymmetric reaction |
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