Yi-Wen Liu, Rui-Jun Ma, Jia-Hang Yan, Zhu Zhou and Bang-Guo Wei
Org. Biomol. Chem., 2018,16, 771-779
DOI:
10.1039/C7OB02989F,
Paper
An efficient diastereoselective approach to access the 3-hydroxy-2,6-disubstituted piperidine scaffold 1 has been developed through the Mannich process involving N,O-acetal (2S,3R)-6 and ketones in excellent yield with high diastereoselectivity (dr > 99 : 1). In addition, the utility of this convenient one-pot process is demonstrated by the asymmetric synthesis of (−)-sedacryptine 3.
