Catalytic enantioselective 1,2-diboration of 1,3-dienes: versatile reagents for stereoselective allylation

Angew Chem Int Ed Engl. 2012 Jan 9;51(2):521-4. doi: 10.1002/anie.201105716. Epub 2011 Dec 1.

Abstract

More with boron: The development of catalytic enantioselective 1,2-diboration of 1,3-dienes enables a new strategy for enantioselective carbonyl allylation reactions (see scheme). These reactions occur with outstanding levels of stereoselection and can be applied to both monosubstituted and 1,1-disubstituted dienes. The carbonyl allylation reactions provide enantiomerically enriched functionalized homoallylic alcohol products.

Publication types

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

MeSH terms

  • Alcohols / chemical synthesis
  • Alcohols / chemistry
  • Alkadienes / chemical synthesis
  • Alkadienes / chemistry*
  • Allyl Compounds / chemical synthesis
  • Allyl Compounds / chemistry*
  • Boron / chemistry*
  • Catalysis
  • Stereoisomerism

Substances

  • Alcohols
  • Alkadienes
  • Allyl Compounds
  • Boron