TY - JOUR ID - pittir19722 UR - http://d-scholarship-dev.library.pitt.edu/19722/ IS - 33 A1 - Dandapani, S A1 - Jeske, M A1 - Curran, DP Y1 - 2004/08/17/ N2 - 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. JF - Proceedings of the National Academy of Sciences of the United States of America VL - 101 SN - 0027-8424 TI - Stereoisomer libraries: Total synthesis of all 16 stereoisomers of the pine sawfly sex pheromone by a fluorous mixture-synthesis approach SP - 12008 AV - public EP - 12012 ER -