Synthesis and Characterization of Novel Aryl Cyclitols: Polycyclitols
Özet
New polycyclitols were synthesized starting from 1,4-naphthoquinone. An endo-selective Diels-Alder cycloaddition between 1,4-naphthoquinone and 1-acetoxybutadiene afforded a diketone. Reduction of the diketone with a NaBH4-CeCl(3)7H(2)O system gave a new cyclitol analog diol acetate. Acetylation of this compound afforded a triacetate. Oxidation of the double bond of the triacetate compound with OsO4 followed by acetylation of hydroxyl groups gave the pentaacetate, whose structure was established unequivocally via application of x-ray crystallographic methods. Hydrolysis of ester groups of pentaacetate under basic condutions furnished the desired and another novel aryl cyclitol.
Atıf için künye
BALCI, N., Anıl, B., Kelebekli, L., Şahin, E., & Göksu, S. (2013). Synthesis and Characterization of Novel Aryl Cyclitols: Polycyclitols. SYNTHETIC COMMUNICATIONS, 43(22), 3054–3063. https://doi.org/10.1080/00397911.2013.767347
BibTeX
@article{balci2013-66702,
author = {BALCI, Neslihan and Anıl, Barış and Kelebekli, Latif and Şahin, Ertan and Göksu, Süleyman},
title = {Synthesis and Characterization of Novel Aryl Cyclitols: Polycyclitols},
journal = {SYNTHETIC COMMUNICATIONS},
year = {2013},
volume = {43},
number = {22},
pages = {3054--3063},
issn = {0039-7911},
doi = {10.1080/00397911.2013.767347},
url = {https://akademik.atauni.edu.tr/yayinlar/66702-synthesis-and-characterization-of-novel-aryl-cyclitols-polycyclitols}
}