A stereoselective intramolecular halo-etherification of chiral enamides in the synthesis of halogenated cyclic ethers

Changhong Ko; Richard P Hsung; Ziyad F Al-Rashid; John B Feltenberger; Ting Lu; Jin-Haek Yang; Yonggang Wei; Craig A Zificsak

doi:10.1021/ol701768n

A stereoselective intramolecular halo-etherification of chiral enamides in the synthesis of halogenated cyclic ethers

Org Lett. 2007 Oct 25;9(22):4459-62. doi: 10.1021/ol701768n. Epub 2007 Oct 2.

Authors

Changhong Ko¹, Richard P Hsung, Ziyad F Al-Rashid, John B Feltenberger, Ting Lu, Jin-Haek Yang, Yonggang Wei, Craig A Zificsak

Affiliation

¹ Division of Pharmaceutical Sciencies and Department of Chemistry, Rennebohm Hall 777 Highland Avenue, University of Wisconsin, Madison, Wisconsin 53705-2222, USA.

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.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Ethers, Cyclic / chemical synthesis*
Hydrocarbons, Halogenated / chemical synthesis*
Models, Molecular
Molecular Structure

Substances

Ethers, Cyclic
Hydrocarbons, Halogenated

Abstract

Publication types

MeSH terms

Substances

Grants and funding