Highly enantioselective construction of tertiary thioethers and alcohols via phosphine-catalyzed asymmetric γ-addition reactions of 5H-thiazol-4-ones and 5H-oxazol-4-ones: scope and mechanistic understandings† †Electronic supplementary information (ESI) available: Complete experimental procedures and characterization data for the prepared compounds. See DOI: 10.1039/c5sc01614b Click here for additional data file.

Highly enantioselective construction of tertiary thioethers and alcohols via phosphine-catalyzed asymmetric γ-addition reactions of 5H-thiazol-4-ones and 5H-oxazol-4-ones: scope and mechanistic understandings.

Phosphine-catalyzed highly enantioselective γ-additions of 5H-thiazol-4-ones and 5H-oxazol-4-ones to allenoates have been developed for the first time. With the employment of amino-acid derived bifunctional phosphines, a wide range of substituted 5H-thiazol-4-one and 5H-oxazol-4-one derivatives bearing heteroatom (S or O)-containing tertiary chiral centers were constructed in high yields and ex...

A rational pre-catalyst design for bis-phosphine mono-oxide palladium catalyzed reactions† †Electronic supplementary information (ESI) available: Detailed experimental procedures and characterization data for all new compounds. CCDC 1512973–1512975. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6sc05472b Click here for additional data file. Click here for additional data file.

Phosphine-catalyzed enantioselective [3 + 2] cycloadditions of γ-substituted allenoates with β-perfluoroalkyl enones† †Electronic supplementary information (ESI) available: Experimental details, analytical data, NMR spectra of products. CCDC 1503840 (3aa). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc01432e Click here for additional data file. Click here for additional data file.

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...

Enantioselective Nazarov cyclization of indole enones cooperatively catalyzed by Lewis acids and chiral Brønsted acids† †Electronic supplementary information (ESI) available: For CIF data of (R)-3r, experimental procedures, spectral data, and computational study results. CCDC 1539722. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc03183a Click here for additional data file. Click here for additional data file. Click here for additional data file.

Enantioselective control of the chirality of a tertiary a-carbon in the products of a Nazarov cyclization of enones is challenging because the reaction involves an enantioselective proton transfer process. We herein report the use of cooperative catalysis using Lewis acids and chiral Brønsted acids to control the stereochemistry of the tertiary a-carbon in the products of this reaction. Specifi...