relation: http://d-scholarship-dev.library.pitt.edu/22336/
title: Diversity-oriented synthesis of a library of substituted tetrahydropyrones using oxidative carbon-hydrogen bond activation and click chemistry
creator: Zaware, N
creator: LaPorte, MG
creator: Farid, R
creator: Liu, L
creator: Wipf, P
creator: Floreancig, PE
description: 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.
date: 2011-05-01
type: Article
type: PeerReviewed
format: application/pdf
language: en
rights: attached
identifier: http://d-scholarship-dev.library.pitt.edu/22336/1/molecules-16-03648%281%29.pdf
format: text/plain
language: en
rights: attached
identifier: http://d-scholarship-dev.library.pitt.edu/22336/8/licence.txt
identifier:   Zaware, N and LaPorte, MG and Farid, R and Liu, L and Wipf, P and Floreancig, PE  (2011) Diversity-oriented synthesis of a library of substituted tetrahydropyrones using oxidative carbon-hydrogen bond activation and click chemistry.  Molecules, 16 (5).  3648 - 3662.      
relation: 10.3390/molecules16053648