Concise asymmetric synthesis of (-)-deoxoprosophylline

作者: Ru-Cheng Liu , Jin-Hu Wei , Bang-Guo Wei , Guo-Qiang Lin

DOI: 10.1016/J.TETASY.2008.12.014

关键词:

摘要: Abstract An efficient asymmetric synthesis of the 2-hydroxymethyl 3,6-disubstituted piperidine alkaloid, (−)-deoxoprosophylline, is described. The key step this route SmI 2 -mediated cross-coupling chiral N-tert -butanesulfinyl imine 9 with aldehyde 11 to construct hydroxymethyl-β-amino alcohol 12b in 83% yield and high diastereoselectivity (>99%, de).

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