Abstract
A short and efficient enantioselective synthesis of natural product (S)-3-hydroxypiperidine has been achieved starting from commercially available raw materials employing two catalytic routes: (i) cocatalyzed hydrolytic kinetic resolution (HKR) of racemic methyl-3-(oxiran-2-yl)propanoate; (ii) proline-catalyzed α-aminooxylation followed by Horner–Wardsworth–Emmons olefination in high enantiomeric purity (97% ee) and high overall yield (38%).
GRAPHICAL ABSTRACT
ACKNOWLEDGMENT
The authors are thankful to V. V. Ranade, Head, Chemical Engineering and Process Development Division, for his encouragement and support.
SUPPLEMENTAL MATERIAL
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