eprintid: 19920
rev_number: 18
userid: 1418
dir: disk0/00/01/99/20
datestamp: 2013-10-30 16:59:01
lastmod: 2019-02-02 15:58:33
status_changed: 2013-10-30 16:59:01
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Zhang, Q
creators_name: Lu, H
creators_name: Richard, C
creators_name: Curran, DP
creators_email: 
creators_email: 
creators_email: 
creators_email: curran@pitt.edu
creators_id: 
creators_id: 
creators_id: 
creators_id: CURRAN
title: Fluorous Mixture Synthesis of Stereoisomer Libraries: Total Syntheses of (+)-Murisolin and Fifteen Diastereoisomers
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: The synthesis of a stereoisomer library of 16 murisolins in individual pure form by fluorous mixture synthesis is reported. Four stereoisomeric precursors are tagged with different fluorous tags, and the resulting mixture is taken through the synthesis with four splits and late stage demixing and detagging to give all 16 products. These products exhibit only six different sets of NMR spectra, but all can be differentiated by chiral HPLC. The structure of murisolin is confirmed, but the structures of murisolin A and 16,19-cis-murisolin may never be known with certainty because insufficient data were collected on natural samples to differentiate each of them from one other isomer. Copyright © 2004 American Chemical Society.
date: 2004-01-14
date_type: published
publication: Journal of the American Chemical Society
volume: 126
number: 1
pagerange: 36 - 37
refereed: TRUE
issn: 0002-7863
id_number: 10.1021/ja038542e
pmid: 14709047
mesh_headings: Furans--chemical synthesis
mesh_headings: Furans--chemistry
mesh_headings: Stereoisomerism
chemical_names: Furans
citation:   Zhang, Q and Lu, H and Richard, C and Curran, DP  (2004) Fluorous Mixture Synthesis of Stereoisomer Libraries: Total Syntheses of (+)-Murisolin and Fifteen Diastereoisomers.  Journal of the American Chemical Society, 126 (1).  36 - 37.  ISSN 0002-7863     
document_url: http://d-scholarship-dev.library.pitt.edu/19920/1/licence.txt