Stereoselective synthesis of (2S,3S)-3-hydroxy-2-phenylpiperidine from d-mannitol |
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Authors: | Mallam Venkataiah B. Venkateswara Rao Nitin W. Fadnavis |
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Affiliation: | 1. Biotransformation Laboratary, Indian Institute of Chemical Technology, Hyderabad 500 007, India;2. Organic Division-III, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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Abstract: | A novel stereoselective synthesis of N-Boc-(2S,3S)-3-hydroxy-2-phenylpiperidine was achieved from d-mannitol involving the highly stereoselective addition of phenyl Grignard to an allyl imine (de >98%) and ring-closing metathesis (RCM) in the key steps. |
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