Chiral Counteranion Strategy for Asymmetric Oxidative C(sp<sup>3</sup>)H/C(sp<sup>3</sup>)H Coupling: Enantioselective α‐Allylation of Aldehydes with Terminal Alkenes

Pu‐Sheng Wang, Hua‐Chen Lin, Yu‐Jia Zhai, Zhi‐Yong Han, Liu‐Zhu Gong

Angewandte Chemie International Edition · 2014 · 237 citations · 67 references

Concepts

Abstract

The first enantioselective α-allylation of aldehydes with terminal alkenes has been realized by combining asymmetric counteranion catalysis and palladium-catalyzed allylic C-H activation. This method can tolerate a wide scope of α-branched aromatic aldehydes and terminal alkenes, thus affording allylation products in high yields and with good to excellent levels of enantioselectivity. Importantly, the findings suggest a new strategy for the future creation of enantioselective C-H/C-H coupling reactions.

References

67