697234-92-7

Upstream product

• 1588418-38-5 C₂₂H₂₅NO₃ 
• 1588418-36-3 C₂₆H₃₃NO₄S 
• 1588418-34-1 C₂₃H₂₇NO₄S 
• 1588418-32-9 C₁₉H₁₈O₄ 
• 585573-79-1 10-(bromomethyl)-2,3,6-trimethoxyphenanthrene 
• 1588418-31-8 C₁₉H₁₇NO₃ 
• 1588418-44-3 C₃₁H₃₅NO₈S 
• 1588418-42-1 C₃₀H₃₃NO₆ 
• 1588418-40-9 C₃₀H₃₁NO₅ 

Relevant academic research and scientific papers

Collective asymmetric synthesis of (-)-Antofine, (-)-cryptopleurine, (-)-tylophorine, and (-)-tylocrebrine with tert- butanesulfinamide as a chiral auxiliary

A collective asymmetric synthesis of phenanthroindolizidine and phenanthroquinolizidine alkaloids (-)-antofine, (-)-cryptopleurine, (-)-tylophorine, and (-)-tylocrebrine was achieved by means of a reaction sequence involving efficient generation of chiral homoallylic amine intermediates by asymmetric allylation of the corresponding tert-butanesulfinyl imine. From these intermediates, the pyrrolidine and piperidine rings were constructed by means of an intramolecular SN2 substitution reaction and a ring-closing metathesis reaction, respectively. The unusual C5-methoxy-substituted phenanthrene moiety of (-)-tylocrebrine was generated by means of an InCl3-catalyzed cycloisomerization reaction of an o-propargylbiaryl compound.