Rhodium-Catalyzed Asymmetric Arylative Ring-Opening Reactions of Heterobicyclic Alkenes with Anilines

Asymmetric arylative ring-opening reactions of heterobicyclic alkenes with anilines have been reported for the first time. A wide range of heterobicyclic alkenes, including azabenzonorbornadienes and oxabenzonorbornadienes, were well tolerated in the reaction with various anilines, and they generally delivered the corresponding chiral aryltetralin derivatives in good to excellent enantioselectivities. The reaction is speculated to proceed through the Friedel–Crafts reaction pathway

Copper-Catalyzed Arylation of <i>o</i>-Bromoanilides: Highly Flexible Synthesis of Hexahydropyrroloindole Alkaloids

In the presence of catalytic amount of copper iodide, a remote amide-assisted intramolecular arylation followed by alkylation leads to a general and flexible synthetic method toward the synthesis of medicinally interesting hexahydropyrroloindole alkaloids

Rhodium-Catalyzed Asymmetric Cyclization/Addition Reactions of 1,6-Enynes and Oxa/Azabenzonorbornadienes

A mild, efficient, and novel rhodium catalyzed asymmetric cyclization–addition domino reaction of oxa/azabenzonorbornadienes and 1,6-enynes is documented. Through the use of a [Rh­(COD)₂]­BF₄-(<i>R</i>)-An-SDP catalytic system, highly enantioenriched cyclization–addition products were obtained in good yields and with excellent enantioselectivities

Palladium/Silver-Cocatalyzed Tandem Reactions of Oxabenzonorbornadienes with Substituted Arylacetylenes: A Simple Method for the Preparation of 1,2-Diarylethanones and 1,2-Diarylacetylenes

The effective synthesis of 1,2-diarylethanones was achieved using palladium­(II) acetate [Pd­(OAc)₂] and silver triflate (AgOTf) as cocatalysts from various oxabenzonorbornadiene derivatives and substituted arylacetylenes via tandem reactions under mild conditions. Exploration of the oxabenzonorbornadiene substrates showed that the 1,2-diarylacetylenes were obtained from adjacent alkoxy substituted oxabenzonorbornadiene derivatives. Preliminary mechanistic studies indicate that the AgOTf served as an indispensable catalyst, and the mechanism of the tandem reaction was proposed

Rh-Catalyzed Highly Enantioselective Hydroalkynylation Reaction of Norbornadiene Derivatives

The complexes of various Rh precusors with ferrocenyl chiral ligand (<i>R</i>,<i>S</i>)-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% <i>ee</i>) could be obtained for the reactions of a broad scope of substrates