NHC‐Cu‐Catalyzed Enantioselective Hydroboration of Acyclic and Exocyclic 1,1‐Disubstituted Aryl Alkenes

R. Corberan, Nicholas W. Mszar, Amir H. Hoveyda

Angewandte Chemie International Edition · 2011 · 267 citations · 38 references

Concepts

Abstract

Tough nut to crack: Chiral bidentate N-heterocyclic carbene copper complexes were designed that promote enantioselective hydroborations of one of the most difficult substrate classes: acyclic and exocyclic 1,1-disubstituted alkenes undergo reaction with >98 % site selectivity, in up to >98 % yield and e.r=96.5:3.5 (see scheme, B2(pin)2 = bis(pinacolato)diboron).

References

38