Concepedia

A Stereoselective Intramolecular Halo-Etherification of Chiral Enamides in the Synthesis of Halogenated Cyclic Ethers

Changhong Ko, Richard P. Hsung, Z.F. Al-Rashid, John B. Feltenberger, Ting Lu, Jin‐Haek Yang, Yonggang Wei, Craig A. Zificsak

Organic Letters · 2007 · 30 citations · 17 references

DOI

Concepts

Abstract

A stereoselective halo-etherification of chiral enamides is described here. This work provides an approach to halogen containing cyclic ethers and reveals further mechanistic insights to the chemistry of chiral enamides.

References

17

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Stereochemical Reversal of Nucleophilic Substitution Reactions Depending upon Substituent:  Reactions of Heteroatom-Substituted Six-Membered-Ring Oxocarbenium Ions through Pseudoaxial Conformers

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