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Compound - 2S3S-octanediol

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(2S,3S)-2,3-Octanediol Formula:  C8H18O2  CAS#:  37163-97-6  MW:  146.23  [MS]  [ NMR ]  [ Kovats ]  [Behavioural function]  [Chemdraw]

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Reference(s) for synthesis of (2S,3S)-2,3-Octanediol Bergstad, K., Jonsson, S.Y., and Baeckvall, J.-E. 1999. A new coupled catalytic system for dihydroxylation of olefins by H2O2. J. Am. Chem. Soc. 121:10424-10425.   Cainelli, G., Contento, M., Manescalchi, F., and Plessi, L. 1989. Catalytic hydroxylation of olefins by polymer-bound osmium tetroxide. Synthesis. 1:45-47.   Jonsson, S.Y., Faernegardh, K., and Baeckvall, J.-E. 2001. Osmium-catalyzed asymmetric dihydroxylation of olefins by H2O2 using a biomimetic flavin-based coupled catalytic system. J. Am. Chem. Soc. 123:1365-1371.   Katzenellenbogen, J.A., and Bowlus, S.B. 1973. Stereoselectivity in the reduction of aliphatic alpha-ketols with aluminum hydride reagents. J. Org. Chem. 38:627-632.   Masaki, Y., Serizawa, Y., Nagata, K., Oda, H., Nagashima, H., and Kaji, K. 1986. Synthesis of chiral 1,2-diols and related compounds of biological activities via stepwise ring fission of 5-alkyl-6,8-dioxabicyclo[3.2.1]octane skeleton. Tetrahedron Lett. 27:231-234.   Mori, K., and Otsuka, T. 1985. Synthesis of (2S,3S)-2,3-octanediol and (S)-2-hydroxy-3-octanone, the male sex pheromone of the grape borer Xylotrechus pyrrhoderus. Tetrahedron. 41:553-556.   Nakata, T., Tanaka, T., and Oishi, T. 1983. Stereoselective reduction of alpha-hydroxy ketones. Tetrahedron Lett. 24:2653-2656.   Pedrocci-Fantoni, G., and Servi, S. 1986. Simple synthesis of the two enantiomeric forms of erythro-octane-2,3-diol and 2-hydroxyoctan-3-one, proposed pheromones of Xylotrechus pyrrhoderus. J. Chem. Res. 199.   Sakai, T., Nagagawa, Y., Takahashi, J., Iwabuchi, K., and Ishii, K. 1984. Isolation and identification of the male sex pheromone of the grape borer Xylotrechus pyrrhoderus Bates. Chem. Lett. 263.