We report an efficient enantioselective conjugate addition of photogenerated α-amino radicals to Michael acceptors catalyzed by a newly prepared chiral-at-metal rhodium complex. This protocol shows that a single Rh(iii) complex can serve not only as a Lewis acid but also as a photoredox catalyst to control the stereoselectivity during the bond formation.
An efficient enantioselective classic three-component Passerini reaction with a broad substrate scope in the presence of a chiral phosphoric acid catalyst has been developed. This represents the general example for classic three-component Passerini reaction with good to excellent enantioselectivies involving aromatic aldehydes and the bulky pivalaldehyde under mild reaction conditions. The feature of this method is highlighted by using a chiral phosphoric acid to activate carboxylic acid, aldehyde, and isocyanide for the facile construction of widely useful complex compounds.
Cyanation of α,β-unsaturated enones by employing malononitrile as the organic cyanation source has been disclosed, which proceeds efficiently at room temperature in open air under metal-catalyst-free conditions.
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