A short enantioselective synthesis of (+)-L-733,060 via Shi epoxidation of a homoallylic carboxylate |
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| Authors: | Lourdusamy Emmanuvel |
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| Institution: | Chemical Engineering and Process Development Division, National Chemical Laboratory, Dr. Homi Bhabha Road, Pune, 411 008 Maharashtra, India |
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| Abstract: | A short and efficient enantioselective synthesis of (+)-L-733,060 in 92% ee via Shi epoxidation of a homoallylic carboxylate is described. Johnson-Claisen rearrangement was employed to obtain the required carbon backbone, whilst intramolecular reductive O-to-N-ring expansion of a δ-azidolactone was used in the construction of the piperidine moiety. |
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| Keywords: | 1 2-Aminoalcohols Asymmetric epoxidation 3 3-Sigmatropic rearrangement Lactone |
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