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Donor-acceptor (D-A) cyclopropanes have recently been recognized as one of the powerful building blocks in organic synthesis owing to their accessibility and broad scope of reactivity for generating a diverse array of prod­ ucts.1 Due to the synergistic push-pull character imparted to the ring by the donor and acceptor functionalities, D-A cyclopropanes have been employed in numerous synthetic methodologies to furnish various acyclic and cyclic com­ pounds using cycloaddition, ring-opening, and rearrange­ ment reactions. Various cycloadditions of D-A cyclopropanes with dienes, dipolarophiles, or 1,3-dipoles, such as [3 + 2], [3 + 3], [4 + 3]-annulation, afford highly functionalized five, six, or seven-membered carbocycles and heterocy­ cles.2 Ring-opening reaction, which give access to 1,3bifunctionalized compounds, are the most common trans­ formations of D-A cyclopropanes.3 Among the ring-opening reactions, Friedel-Crafts alkylation is a powerful tool for the addition of carbon nucleophiles to D-A cyclopropanes. Recently, we developed a Friedel-Crafts type ring-opening reaction of D-A cyclopropanes with electron-enriched ben­ zenes, including N,N-dialkylaniline, providing a valuable method for the synthesis of 1,1-diarylalkane derivatives (Scheme 1).4 N,N-Dialkylaniline acts as a good nucleop­ hile, ans was not deactivated or decomposed by Lewis acids such as Yb(OTf)3, which was used as a catalyst in this FriedelCrafts reaction.

Asymmetric Synthesis of 1,1-Diarylalkanes via Friedel–Crafts Alkylation of Donor–Acceptor Cyclopropanes with Electron-Rich Benzene