Design, Synthesis, and Application of Chiral Nonracemic Lithium Amide Bases in Enantioselective Deprotonation of Epoxides |
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| Authors: | Bhuniya Debnath DattaGupta Arpita Singh Vinod K |
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| Institution: | Department of Chemistry, Indian Institute of Technology, Kanpur, India 208 016. |
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| Abstract: | The reaction of epoxides with chiral nonracemic lithium amide bases, designed and prepared from (R)-phenylglycine, has been studied in detail. A maximum of 80% ee was obtained for conversion of cyclohexene oxide to (S)-2-cyclohexen-1-ol. Enantioselective deprotonation of a variety of other epoxides was studied. A cyclopentanoid core unit for prostaglandin synthesis was synthesized in 97% ee. |
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