Asymmetric Lewis acid-catalyzed 1,3-dipolar cycloadditions

Iridium–catalyzed 1,3–dipolar cycloadditions

1,3–Dipolar cycloaddition reactions (DCR) are atom–economic processes that permit the construction of heterocycles. Their enantioselective versions allow for the creation of up to four adjacent chiral centers in a concerted fashion. In particular, well–defined half–sandwich iridium (III) catalysts have been applied to the DCR between enals or methacrylonitrile with nitrones. Excellent yield and...

Enantioselective copper-catalyzed 1,3-dipolar cycloadditions.

Chiral Lewis acid-catalyzed asymmetric Baylis-Hillman reactions.

An effective chiral Lewis acid-catalyzed asymmetric Baylis-Hillman reaction is described. Good to high enantioselectivities were obtained using 3 mol % chiral catalyst. Novel camphor-derived dimerized ligands were prepared from the condensation of (+)-ketopinic acid with the corresponding diamines and hydrazine under acidic conditions. When alpha-naphthyl acrylate was used as a Michael acceptor...

Metal Complexes versus Organocatalysts in Asymmetric 1,3-Dipolar Cycloadditions

Recent progress in Lewis acid–Lewis base bifunctional asymmetric catalysis*

Two enantioselective cyanation reactions, the Strecker reaction of ketoimines and the Reissert reaction of pyridine derivatives, promoted by Lewis acid–Lewis base bifunctional asymmetric catalysts are described.