Direct Asymmetric α‐Fluorination of Aldehydes

Derek Steiner, Nobuyuki Mase, Carlos F. Barbas

Angewandte Chemie International Edition · 2005 · 328 citations · 47 references

Concepts

Abstract

Linear and branched aldehydes are asymmetrically α-fluorinated with L-proline- and pyrrolidine-based organocatalysts (see scheme; NFSi: N-fluorobenzenesulfonamide). In the first case, yields and enantioselectivities were high; in the second, the yields remained high and the enantioselectivities were moderate. Significantly, linear aldehydes were only monofluorinated.

References

47