Expanding the <i>C</i><sub>1</sub>‐Symmetric Bicyclo[2.2.1]heptadiene Ligand Family: Highly Enantioselective Synthesis of Cyclic β‐Aryl‐Substituted Carbonyl Compounds

Chia‐Chen Liu, Damodar Janmanchi, Chun‐Chih Chen, Hsyueh‐Liang Wu

European Journal of Organic Chemistry · 2012 · 39 citations · 36 references

Concepts

Abstract

Abstract The efficient preparation of highly enantioenriched cyclic β‐aryl‐substituted carbonyl compounds has been achieved through the Rh I ‐catalyzed asymmetric 1,4‐addition of an array of arylboronic acids to cyclic α,β‐unsaturated carbonyl compounds. In the presence of 0.1 or 0.5 mol‐% of the Rh I / 1g complex, the products of conjugate addition were isolated in 89 to 98 % ee and in good to excellent yield.

References

36