Archives of Pharmacal Research

The Pharmaceutical Society of Korea (대한약학회)
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Mechanism Studies on the CSI Reaction with Allyl Ethers by Varying p-Substituent

  • Jung, Young-Hoon (Organic ＆ Medicinal Chemistry Laboratory, College of Pharmacy, Sungkyunkwan University) ;
  • Kim, Ji-Duck (Organic ＆ Medicinal Chemistry Laboratory, College of Pharmacy, Sungkyunkwan University)
  • Published : 2003.09.01
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Abstract

We examined the effect of p-substituents in p-substituted cinnamyl methyl ethers and 1-(p-substituted phenyl)allyl methyl ethers with CSI, and confirmed that the CSI reaction of allyl ethers (p-substituted ethers) is a competitive reaction of $S_Ni{\;}and{\;}S_N1$ mechanism according to the stability of the carbocation. And, the only terminal allylic amine was obtained through the migration reaction in thermodynamic reaction condition.

Keywords

References

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