Regioselective Preparation of Allylic Sulfones by Palladium-Catalyzed Reactions of Allylic Nitro Compounds with Sodium Benzenesulfinate

Regioselective Rhodium-Catalyzed Allylic Amination

Palladium-catalyzed aerobic oxidative coupling of enantioenriched primary allylic amines with sulfonyl hydrazides leading to optically active allylic sulfones.

A range of highly enantioenriched primary allylic amines underwent palladium-catalyzed oxidative coupling with sulfonyl hydrazides open to air at room temperature to give structurally diverse allylic sulfones in moderate to excellent yields with excellent retention of ee.

Transition metal-catalyzed allylic substitution reactions with unactivated allylic substrates.

The transition metal-catalyzed allylic substitution of unactivated allylic substrates (allylic alcohols, allylic ethers and allylic amines) is rapidly becoming an important area of research. There are several advantages to using these substrates in allylic substitution reactions: the use of unactivated alcohols minimizes the production of waste by-products and reaction steps; and allylic ethers...

Palladium Catalyzed Allylic Substitution of Acyloxypyrrolinones

Enantiomerically pure alkoxypyrrolinones have been shown to be facile building blocks for a variety of stereoselective syntheses involving Diels-Alder cycloadditions , 1,3dipolar reactions, conjugate additions, and acyliminium ion intermediates. In particular the application in the asymmetric synthesis of alkaloids based on N-acyliminium ion chemistry is of current interest. For example, (R)-1-...

Palladium-catalyzed asymmetric synthesis of allylic fluorides.

The enantioselective fluorination of readily available cyclic allylic chlorides with AgF has been accomplished using a Pd(0) catalyst and Trost bisphosphine ligand. The reactions proceed with unprecedented ease of operation for Pd-mediated nucleophilic fluorination, allowing access to highly enantioenriched cyclic allylic fluorides that bear diverse functional groups. Evidence that supports a m...