Described herein is the first example of an organocatalytic approach for acylanion addition to the anomeric carbon of 2-nitroglucal using an N-heterocyclic carbene catalyst. Control over the reaction conditions gives β-selective and nitro-eliminated C-glycosides, providing opportunities to produce new classes of C-glycoside.

Controlled by the conditions, either β‐selective acylation or acylation with concomitant elimination of the nitro group takes place.

Here, the synthesis of a novel poly(pyrrole phenylene) (PpyP) that is both modular in ways of functionalization and soluble in organic solvents is reported, and therefore solution processable. This is achieved through the functionalization of the side‐chain substituents in pyrrole phenylene (PyP) repeating units. t Butyl acrylate brushes are first grafted through atom transfer radical polymerization from one type of PyP, followed by oxidative chemical co‐polymerization of the grafted PyP with a PyP bearing different side chains—either an azide or a methoxy moiety, resulting in a soluble PpyP where solubility is not dopant‐dependent. Successful post‐polymerization modification through “click” chemistry and post‐polymerization processing via electrospinning are also demonstrated. Additionally, performed computational calculations indicate planarity of the novel polyrrole phenylene monomers and ionisation potentials that favor α–α bond formation during their polymerization.

C13-norisoprenoids are of particular importance to grapes and wines, as these molecules influence wine aroma and have been shown to significantly contribute to the distinct character of various wine varieties. Blumenol B is a putative precursor to a number of important wine aroma compounds, including the well-known compounds theaspirone and vitispirane. The enantioselective synthesis of (R,R)-blumenol B from commercially available 4-oxoisophorone was achieved using a short and easily scaleable route, which was then successfully applied to the synthesis of poly-deuterated d9-blumenol B.