Plakilactones G and H from a marine sponge. Stereochemical determination of highly flexible systems by quantitative NMR-derived interproton distances combined with quantum mechanical calculations of ¹³C chemical shifts

• Simone Di Micco,
• Angela Zampella,
• Maria Valeria D’Auria,
• Carmen Festa,
• Simona De Marino,
• Raffaele Riccio,
• Craig P. Butts and
• Giuseppe Bifulco

Beilstein J. Org. Chem. 2013, 9, 2940–2949, doi:10.3762/bjoc.9.331

• the cis-isomer allowing us to suggest a 7,8-erythro relative stereochemistry. The application of the double derivatization method with a chiral auxiliary reagent developed by Riguera [30] allows for the confirmation of the relative configuration at C-7 and C-8 and the assignment of the absolute

• the double derivatization method with a chiral auxiliary reagent and the results were fully in agreement with the relative configuration of the epoxide moiety on the plakilactone H side chain. Subsequently, the absolute configuration at C-4 and C-6 was obtained through QM calculations of 13C chemical

Chemoenzymatic synthesis and biological evaluation of enantiomerically enriched 1-(β-hydroxypropyl)imidazolium- and triazolium-based ionic liquids

• Paweł Borowiecki,
• Małgorzata Milner-Krawczyk and
• Jan Plenkiewicz

Beilstein J. Org. Chem. 2013, 9, 516–525, doi:10.3762/bjoc.9.56

• or iodides, yielding novel optically active ionic liquids. Racemic salts were tested against a wide range of microorganisms. Keywords: antibiotics; antifungal agents; double derivatization; enzyme catalysis; ionic liquids; Introduction Aromatic heterocycles play a crucial role in medicinal