%0 Journal Article %1 RN59 %A Munoz, M.A. %A Areche, C. %A Rovirosa, J. %A San Martin, A. %A Gordillo-Roman, B. %A Joseph-Nathan, P. %D 2012 %J Heterocycles %K absolute atlantic circular configuration, diacetate, dichroism, dictyotales, dqcauchile epitaondiol flabelliforme, isoepitaondiol, marine meroditerpenoid, natural-products, phaeophyta seaweed stypopodium-zonale, stypotriol, taondiol vibrational zone, %N 8 %P 1961-1973 %R 10.3987/Com-12-12514 %T Absolute Configuration of the Meroditerpenoids Taondiol and Epitaondiol Diacetates by Vibrational Circular Dichroism %U /brokenurl#<Go to ISI>://WOS:000308897500011 %V 85 %X The absolute configuration of alga meroditerpenoids (-)-taondiol diacetate (1b) and (+)-epitaondiol diacetate (2c) are assigned by vibrational circular clichroism (VCD). The spectra of (2S,35,6R,7R,10R,11R,14S)-1b and (2S,3S,6S,7S,10R,11R,14s)-2c enantiomers, calculated at the B3LYP/DGDZVP and at the B3LYP/DGDZVP2 levels of theory, respectively, matched confidently with the experimental ones. The numerical approach using neighborhood similarity indexes in the CompareVOA algorithm software supports the assignments with 100% confidence. The X-ray diffraction structures of 1b and 2c were determined to verify their relative stereochemistry and the crystal stereostructure of the meroditerpenoid stypotriol triacetate (5) is also reported.

@article{RN59, abstract = {The absolute configuration of alga meroditerpenoids (-)-taondiol diacetate (1b) and (+)-epitaondiol diacetate (2c) are assigned by vibrational circular clichroism (VCD). The spectra of (2S,35,6R,7R,10R,11R,14S)-1b and (2S,3S,6S,7S,10R,11R,14s)-2c enantiomers, calculated at the B3LYP/DGDZVP and at the B3LYP/DGDZVP2 levels of theory, respectively, matched confidently with the experimental ones. The numerical approach using neighborhood similarity indexes in the CompareVOA algorithm software supports the assignments with 100% confidence. The X-ray diffraction structures of 1b and 2c were determined to verify their relative stereochemistry and the crystal stereostructure of the meroditerpenoid stypotriol triacetate (5) is also reported.}, added-at = {2019-12-04T03:57:35.000+0100}, author = {Munoz, M.A. and Areche, C. and Rovirosa, J. and San Martin, A. and Gordillo-Roman, B. and Joseph-Nathan, P.}, biburl = {https://www.bibsonomy.org/bibtex/2614d77fcd449f615c54f0e75ea6fcc70/dqcauchile}, doi = {10.3987/Com-12-12514}, interhash = {838a4bf0d6739e0abb027c7ea746dec3}, intrahash = {614d77fcd449f615c54f0e75ea6fcc70}, issn = {0385-5414}, journal = {Heterocycles}, keywords = {absolute atlantic circular configuration, diacetate, dichroism, dictyotales, dqcauchile epitaondiol flabelliforme, isoepitaondiol, marine meroditerpenoid, natural-products, phaeophyta seaweed stypopodium-zonale, stypotriol, taondiol vibrational zone,}, number = 8, pages = {1961-1973}, timestamp = {2019-12-04T03:58:17.000+0100}, title = {Absolute Configuration of the Meroditerpenoids Taondiol and Epitaondiol Diacetates by Vibrational Circular Dichroism}, type = {Journal Article}, url = {/brokenurl#<Go to ISI>://WOS:000308897500011}, volume = 85, year = 2012 }