Sugar silanes: versatile reagents for stereocontrolled glycosylation via intramolecular aglycone delivery† †Electronic supplementary information (ESI) available: Experimental details and copies of NMR spectra. See DOI: 10.1039/c5sc00810g

Sugar silanes: versatile reagents for stereocontrolled glycosylation via intramolecular aglycone delivery

A new method for the intramolecular glycosylation of alcohols is described. Utilizing carbohydrate-derived silanes, the catalytic dehydrogenative silylation of alcohols is followed by intramolecular glycosylation. Appropriate combinations of silane position and protecting groups allow highly selective access to bmanno, a-gluco, or b-gluco stereochemical relationships as well as 2-azido-2-deoxy-...

A thiocyanopalladation/carbocyclization transformation identified through enzymatic screening: stereocontrolled tandem C–SCN and C–C bond formation† †Electronic supplementary information (ESI) available: Enzymatic screening procedures, detailed synthetic procedures and compilations of spectroscopic data, as well as copies of NMR spectra for new compounds. CCDC 1513686 and 1513687. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc04083k

From [11C]CO2 to [11C]amides: a rapid one-pot synthesis via the Mitsunobu reaction† †Electronic supplementary information (ESI) available: Experimental details and NMR spectra. See DOI: 10.1039/c7cc01407d

A novel amide synthesis methodology is described using amines, CO2 and Grignard reagents and Mitsunobu reagents. The method was applied to carbon-11 radiochemistry to label amides using cyclotron-produced [11C]CO2. The synthetic utility of the one-pot labelling methodology was demonstrated by producing [11C]melatonin. The incorporation of [11C]CO2 into [11C]melatonin was 36% - determined by rad...

Gold(iii)–arene complexes by insertion of olefins into gold–aryl bonds† †Electronic supplementary information (ESI) available: Experimental details (syntheses, analytical data and copies of 1H, 13C and 31P NMR spectra), crystallographic data of 2 and computational details. CCDC 1526613 and 1538015. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc00145b Click here for additional data file. Click here for additional data file.

Palladium-catalyzed ligand-promoted site-selective cyanomethylation of unactivated C(sp3)–H bonds with acetonitrile† †Electronic supplementary information (ESI) available: Experimental details including characterization data, copies of 1H, 13C NMR and NOESY spectra. See DOI: 10.1039/c5sc04066c Click here for additional data file.

Table of