Asymmetric synthesis of (-)-codonopsinine

作者：Davies Stephen G^*; Lee James A; Roberts Paul M; Thomson James E; West Callum J

来源：Tetrahedron Letters, 2011, 52(48): 6477-6480.

DOI：10.1016/j.tetlet.2011.09.114

• (-)-Codonopsinine
• Lithium amide
• Ring-closing iodoamination
• Pyrrolidine

The asymmetric synthesis of (-)-codonopsinine was achieved in 7 steps (from commercially available tert-butyl crotonate) in 5% overall yield and >99:1 dr. The key step in this synthesis involved ring-closing iodoamination of a functionalised homoallylic amine, which occurred with concomitant N-debenzylation, to give a 3-iodopyrrolidine that was elaborated to (-)-codonopsinine.

• 出版日期2011-11-30