Chiral Catalyst Design: Cyclopentadiene-Based Brønsted Acids.

The combination of -I and -M effects and the aromaticity of the conjugate base renders the chiral pentacarboxy-substituted cyclopentadienes (PCCPs) acidic. Their convenient synthesis together with substrates derived from the chiral pool and their performance in the tested reactions renders them prodigious candidates to become a new and highly competitive class of chiral Brønsted acid catalysts.