Sifeng Li

Asymmetric Hydroalkynylation of Norbornadienes Promoted by Chiral Iridium Catalysts

Across bonds: The first successful iridium-catalyzed asymmetric hydroalkynylation of nonpolar alkenes with good to excellent enantioselectivity is described (see scheme; cod = 1,5-cyclooctadiene, DCE = 1,2-dichloroethane). This catalytic system exhibits good functional group compatibility as NH(2), OH, Br, F, and SiMe(3) groups remain intact during the reaction.

Palladium/Zinc Co‐Catalyzed syn‐Stereoselectively Asymmetric Ring‐Opening Reaction of Oxabenzonorbornadienes with Phenols

A new palladium/zinc co-catalyst system associated with chiral (R)-Difluorphos for asymmetric ring-opening reaction of oxabenzonorbornadienes with phenols is reported. This catalyst system allows the formation of cis-2-aryloxy-1,2-dihydronaphthalen-1-ol products in good yields (up to 95 % yield) with excellent enantioselectivities (up to 99 % ee). The cis-configuration of the product has been confirmed by X-ray crystal structure analysis. To the best of our knowledge, it represents the first example in ring-opening reactions of bicycloalkenes with heteronucleophiles in a syn-stereoselective manner.

Rh-catalyzed highly enantioselective hydroalkynylation reaction of norbornadiene derivatives.

The complexes of various Rh precusors with ferrocenyl chiral ligand (R,S)-Cy2PF-PPh2 were found effective catalysts for the asymmetric hydroalkynylation reaction of norbornadiene derivatives. When RhCl3·3H2O was employed, good yields (up to 98%) and high enantioselectivities (up to >99.9% ee) could be obtained for the reactions of a broad scope of substrates.

Cobalt-catalyzed cross-dehydrogenative coupling of imidazo[1,2-a]pyridines with isochroman using molecular oxygen as the oxidant

A cobalt-catalyzed cross-dehydrogenative coupling of 2-arylimidazo[1,2-a]pyridines with isochroman using molecular oxygen as the oxidant is reported. A broad range of 2-arylimidazo[1,2-a]pyridines reacted smoothly to afford the corresponding products in moderate to good yields. The advantages of this method are: inexpensive catalysts, environmentally benign conditions and operational convenience.