relation: http://d-scholarship-dev.library.pitt.edu/19722/
title: Stereoisomer libraries: Total synthesis of all 16 stereoisomers of the pine sawfly sex pheromone by a fluorous mixture-synthesis approach
creator: Dandapani, S
creator: Jeske, M
creator: Curran, DP
description: All 16 stereoisomers of the sex pheromone of pine sawfly (3,7,11-trimethylundecanol propanoate ester) have been synthesized on a 10- to 20-mg scale by a split-parallel fluorous mixture-synthesis approach. Spectral data obtained for all 32 compounds (16 alcohols and the corresponding propionates) matched well with published data, thereby validating the fluorous-tag encoding of diastereoisomers. This fluorous-tag encoding method is recommended for the efficient synthesis of multiple stereoisomers for spectroscopic studies, biological tests, or other structure-function relationships.
date: 2004-08-17
type: Article
type: PeerReviewed
format: application/pdf
language: en
rights: attached
identifier: http://d-scholarship-dev.library.pitt.edu/19722/1/PNAS-2004-Dandapani-12008-12.pdf
format: text/plain
language: en
rights: attached
identifier: http://d-scholarship-dev.library.pitt.edu/19722/8/licence.txt
identifier:   Dandapani, S and Jeske, M and Curran, DP  (2004) Stereoisomer libraries: Total synthesis of all 16 stereoisomers of the pine sawfly sex pheromone by a fluorous mixture-synthesis approach.  Proceedings of the National Academy of Sciences of the United States of America, 101 (33).  12008 - 12012.  ISSN 0027-8424     
relation: 10.1073/pnas.0401677101