Stereoselective deconjugation of macrocyclic α,β-unsaturated esters by sequential amidation and olefin transposition: application to enantioselective phase-transfer catalysis

The stereoselective synthesis of chiral macrocycles bearing two aliphatic amide functional groups is reported.

Effect of Poly(Hexamethylene Succinamide) on Crystallization of Poly(L-Lactic Acid)

Poly(L-lactic acid) (PLA) has good mechanical properties and is biodegradable. However, its crystallization rate is slow, crystallization period long, and its crystallization temperature high at 116 °C. Consequently, long processing cycles are required for the production of high crystallinity poly (L-lactic acid). Addition of nucleating agents is an efficient way to solve this problem. Aliphatic amide such as N,N-ethylenebis(12-hydroxystearamide) and ethylenebis-stearamide are reported as nucleating agents for poly (L-lactic acid). In this study, the effect of the aliphatic polyamide, poly (hexamethylene succinamide) on the crystallization behavior of PLA was investigated. Poly (hexamethylene succinamide) was synthesized by melt polymerization. Between one and ten weight percent poly (hexamethylene succinamide) was blended with poly (L-lactic acid) by melt extrusion. The crystallization temperature and crystallization period decreased with increasing poly (hexamethylene succinamide) content. The degree of crystallinity increased with the addition of poly (hexamethylene succinamide). A poly (hexamethylene succinamide) content of 5%wt provides optimum conditions for production of poly (L-lactic acid)-poly (hexamethylene succinamide) blend with good mechanical properties. The polymers obtained are entirely from renewable resources.

Nickel-catalyzed transamidation of aliphatic amide derivatives

We report a two-step approach to achieve the transamidation of secondary aliphatic amides using non-precious metal catalysis.

N-[(1,3-Benzodioxol-5-yl)methyl]benzenesulfonamide: an analogue of capsaicin

The title compound, C14H13NO4S, an analogue of capsaicin, differs from the latter by having a 1,3-benzodioxole ring rather than a 2-methoxyphenol moiety, and having a benzenesulfonamide group instead of an aliphatic amide chain. The five-membered ring is in an envelope conformation with the methylene C atom lying 0.221 (6) Å out of the plane formed by the other four atoms. The dihedral angle between the phenyl ring and the mean plane of the 1,3-benzodioxole fused-ring system is 84.65 (4)°. In the crystal, molecules aggregate into supramolecular layers in theacplane through C—H...O, N—H...O and C—H...π interactions.