Concepedia

Observations regarding eschenmoser sulfide contractions of β-oxygenated thiolactams

David S. Hart, Li‐Qiang Sun, Alan P. Kozikowski

Tetrahedron Letters · 1995 · 15 citations · 17 references

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Concepts

Abstract

Application of an Eschenmoser sulfide contraction to a thiolactam bearing a β-acyloxy group was complicated by a competitive β-elimination reaction. Changing the β-substituent to an alkoxy group retarded the rate of elimination such that sulfide contraction products could be obtained.

References

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