Applications

Features:
• Highly efficient
• Excellent enantioselectivities
• Available in both enantiomers
• Operationally simple transformations

Catalyst for the enantioselective Weitz-Scheffer epoxidation of α,β-unsaturated aldehydes.¹

Condensation of this secondary amine with an aldehyde reversibly generates a β-fluoroiminium species where the fluorine atom is positioned gauche to the electropositive nitrogen centre.²

Consequently, the phenyl substituents on the fluorine bearing carbon are placed in a predictable region of space. One of the groups effectively shields the upper face of the pendant iminium chain.

R)-(+)-2-(Fluorodiphenylmethyl)pyrrolidine Scheme 1\" title=\"(R)-(+)-2-(Fluorodiphenylmethyl)pyrrolidine Scheme 1\">
Addition of hydrogen peroxide occurs in a highly selective manner t