Solvent-free methallylboration of ketones accelerated by tert-alcohols

J Org Chem. 2013 Jun 7;78(11):5775-81. doi: 10.1021/jo4006574. Epub 2013 May 9.

Abstract

A solvent- and metal-free process has been developed for the direct methallylboration of ketones employing the stable B-methallylborinane 1, which was accelerated by tertiary alcohols. In the presence of 2.0 equiv of readily available tertiary alcohols such as tert-amyl alcohol, the methallylation products were prepared at room temperature in excellent yields. The salient features of the described process include simple operation, high efficiency, and mild reaction conditions.

MeSH terms

  • Alcohols / chemical synthesis*
  • Alcohols / chemistry*
  • Boranes / chemistry*
  • Ketones / chemistry*
  • Molecular Structure

Substances

  • Alcohols
  • Boranes
  • Ketones