Palladium-catalyzed enantioselective Heck alkenylation of trisubstituted allylic alkenols: a redox-relay strategy to construct vicinal stereocenters† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c6sc04585e Click here for additional data file.

Palladium-catalyzed enantioselective Heck alkenylation of trisubstituted allylic alkenols: a redox-relay strategy to construct vicinal stereocenters

In a Heck reaction using multi-substituted alkenes, the initial syn-carbopalladation sets two vicinal stereocenters by virtue of the migratory insertion process. Unfortunately, the resultant Pd–alkyl undergoes facile b-hydride elimination, which generally eliminates the stereochemistry imparted by migratory insertion. Recently, we have reported a modern variant of the Heck reaction, wherein the...

Introducing unactivated acyclic internal aliphatic olefins into a cobalt catalyzed allylic selective dehydrogenative Heck reaction† †Electronic supplementary information (ESI) available. CCDC 1507233. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc01204g Click here for additional data file. Click here for additional data file.

Unactivated acyclic internal aliphatic olefins are often found to be unreactive in conventional alkenylation reactions. To address this problem, a cobalt catalyzed allylic selective dehydrogenative Heck reaction with internal aliphatic olefins has been developed. The method is highly regioand stereoselective, the conditions are mild and a wide variety of functional groups can be tolerated. Rema...

Ligand-enabled Ir-catalyzed intermolecular diastereoselective and enantioselective allylic alkylation of 3-substituted indoles† †Electronic supplementary information (ESI) available. CCDC 1060973. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5sc01772f Click here for additional data file. Click here for additional data file.

Enantioselective Narasaka–Heck cyclizations: synthesis of tetrasubstituted nitrogen-bearing stereocenters† †Electronic supplementary information (ESI) available: Experimental procedures and characterisation data for all compounds are provided. CCDC 1438659 and 1438660. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6sc04466b Click here for additional data file. Click here for additional data file.

School of Chemistry, University of Bristol, B bris.ac.uk AstraZeneca, Alderley Park, Maccleseld, C AstraZeneca, Pepparedsleden 1, Mölndal, 4 † Electronic supplementary information ( and characterisation data for all compou 1438660. For ESI and crystallographic dat DOI: 10.1039/c6sc04466b ‡ These authors contributed equally. § Author to whom correspondence shou structures of 3b and Pd[(Sa,S)-L-...

Enantioselective palladium(0)-catalyzed intramolecular cyclopropane functionalization: access to dihydroquinolones, dihydroisoquinolones and the BMS-791325 ring system† †Electronic supplementary information (ESI) available: Experimental procedures and characterization of all new compounds. CCDC 1401582. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5sc01909e Click here for additional data file. Click here for additional data file.

Taddol-based phosphoramidite ligands enable enantioselective palladium(0)-catalyzed C–H arylation of cyclopropanes. The cyclized products are obtained in high yields and enantioselectivities. The reported method provides efficient access to a broad range of synthetically attractive cyclopropyl containing dihydroquinolones and dihydroisoquinolones as well as allows for an efficient enantioselect...