TY - JOUR ID - pittir22336 UR - http://d-scholarship-dev.library.pitt.edu/22336/ IS - 5 A1 - Zaware, N A1 - LaPorte, MG A1 - Farid, R A1 - Liu, L A1 - Wipf, P A1 - Floreancig, PE Y1 - 2011/05/01/ N2 - Eighteen (2RS,6RS)-2-(4-methoxyphenyl)-6-(substituted ethyl)dihydro- 2Hpyran-4(3H)ones were synthesized via a DDQ-mediated oxidative carbon-hydrogen bond activation reaction. Fourteen of these tetrahydropyrans were substituted with triazoles readily assembled via azide-alkyne click-chemistry reactions. Examples of a linked benzotriazole and pyrazole motif were also prepared. To complement the structural diversity, the alcohol substrates were obtained from stereoselective reductions of the tetrahydropyrone. This library provides rapid access to structurally diverse non-natural compounds to be screened against a variety of biological targets. © 2011 by the authors. JF - Molecules VL - 16 TI - Diversity-oriented synthesis of a library of substituted tetrahydropyrones using oxidative carbon-hydrogen bond activation and click chemistry SP - 3648 AV - public EP - 3662 ER -