relation: http://d-scholarship-dev.library.pitt.edu/22251/
title: Bare-minimum fluorous mixture synthesis of a stereoisomer library of 4,8,12-trimethylnonadecanols and predictions of NMR spectra of saturated oligoisoprenoid stereoisomers
creator: Yeh, EAH
creator: Kumli, E
creator: Damodaran, K
creator: Curran, DP
description: All four diastereomers of a typical saturated oligoisoprenoid, 4,8,12-trimethylnonadecanol, are made by an iterative three-step cycle with the aid of traceless thionocarbonate fluorous tags to encode configurations. The tags have a minimum number of total fluorine atoms, starting at zero and increasing in increments of one. With suitable acquisition and data processing, each diastereomer exhibits characteristic chemical shifts of methyl resonances in its 1H and 13C NMR spectra. Together, these shifts provide a basis to predict the appearance of the methyl region of the spectrum of every stereoisomer of higher saturated oligoisoprenoids. © 2013 American Chemical Society.
date: 2013-01-30
type: Article
type: PeerReviewed
format: text/plain
language: en
rights: attached
identifier: http://d-scholarship-dev.library.pitt.edu/22251/1/licence.txt
identifier:   Yeh, EAH and Kumli, E and Damodaran, K and Curran, DP  (2013) Bare-minimum fluorous mixture synthesis of a stereoisomer library of 4,8,12-trimethylnonadecanols and predictions of NMR spectra of saturated oligoisoprenoid stereoisomers.  Journal of the American Chemical Society, 135 (4).  1577 - 1584.  ISSN 0002-7863     
relation: 10.1021/ja311606u