Cyclic alkenyl boronic half acid synthesis and applications

J Org Chem. 2010 Sep 3;75(17):6001-4. doi: 10.1021/jo1003423.

Abstract

The synthesis of cyclic alkenyl boronic half acids from vinyl and propenyl boronic esters and homoallylic alcohols by ring-closing metathesis is reported. The method is compatible with both conventional and microwave heating and comparable yields are obtained under both conditions. The cyclic alkenyl boronic acids participate in Suzuki-Miyaura coupling reactions in good yields.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alcohols / chemical synthesis*
  • Alcohols / chemistry*
  • Boronic Acids / chemical synthesis*
  • Boronic Acids / chemistry*
  • Cyclization
  • Esters / chemistry*
  • Microwaves
  • Molecular Structure
  • Stereoisomerism

Substances

  • Alcohols
  • Boronic Acids
  • Esters