Dipartimento di Scienze chimiche, Università di Messina, viale F. Stagno d'Alcontres 31, 98166 Messina, Italy.
Dipartimento di Farmacia e Scienze della Salute e della Nutrizione, Università della Calabria, Edificio Polifunzionale, 87030 Arcavacata di Rende, Italy.
Beilstein J Org Chem. 2013 Nov 8;9:2410-6. doi: 10.3762/bjoc.9.278. eCollection 2013.
A new class of molecules with a triptycene rigid core surrounded by six monosaccharide residues was synthesized. Hexakis(bromomethyl) substituted triptycene was converted into a six-armed triptycene azide (2,3,6,7,14,15-hexakis(azidomethyl)-9,10-dihydro-9,10-[1',2']benzenoanthracene). The key step of the synthesis was the cycloaddition of the azide to 2-propyn-1-yl β-D-gluco- or galactopyranosides. All products were isolated in good yields and were fully characterized.
合成了一类新型的分子，其刚性核心为三并苯，周围环绕着六个单糖残基。六溴甲基取代的三并苯被转化为六臂三并苯叠氮化物（2,3,6,7,14,15-六（叠氮甲基）-9,10-二氢-9,10-[1',2']苯并蒽）。合成的关键步骤是将叠氮化物加成到 2-丙炔-1-基β-D-葡萄糖或半乳糖吡喃糖苷上。所有产物均以良好的产率分离出来，并进行了充分的表征。
