The first catalytic Sakurai reaction of N-alkoxycarbonylamino sulfones with allyltrimethylsilane

Org Biomol Chem. 2006 Dec 21;4(24):4440-3. doi: 10.1039/b613331b. Epub 2006 Nov 10.

Abstract

We report the first catalytic Sakurai reaction of N-alkoxycarbonylamino sulfones with allylsilanes. The allylation reaction of N-alkoxycarbonylamino phenylsulfones with allyltrimethylsilane proceeded smoothly with low catalyst loading of bismuth triflate (2.0 mol%) to afford the corresponding protected homoallylic amines in moderate to very good yields (up to 96%).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Molecular Structure
  • Sulfones / chemistry*
  • Trimethylsilyl Compounds / chemistry*

Substances

  • Sulfones
  • Trimethylsilyl Compounds
  • allyltrimethylsilane