cis-2,5-Diaminobicyclo[2.2.2]octane, a New Scaffold for Asymmetric Catalysis via Salen−Metal Complexes.

A new C2symmetric salen scaffold based on cis-2,5-diaminobicyclo[2.2.2]octane has been synthesized that forms complexes with a wide range of metals. The chromium(III) complex is shown to catalyze the hetero-Diels−Alder reaction and the Nozaki−Hiyama−Kishi reaction with high efficiency and excellent stereoselectivity. [ABSTRACT FROM AUTHOR]