Stereoselective synthesis of optically active cyclitol precursors via a chemoenzymatic method
Özet
Racemic alpha'-acetoxy alpha,beta-unsaturated cyclohexanone has been converted to the corresponding enantiomerically enriched alpha'-hydroxylated and acetoxylated compounds with 97% ee via enzymatic resolution with PLE. OSO4-Catalyzed dihydroxylation of enantiomerically enriched alpha'-acetoxylated compound afforded a single diastereomer in 85% chemical yield. The absolute configuration of 2,3,6-triacetoxycylohexanone was determined by X-ray diffraction analysis. Subsequent Luche reduction allowed us to obtain corresponding syn-type cyclitol precursors in a highly stereoselective manner as expected. (c) 2006 Elsevier Ltd. All rights reserved.
Atıf için künye
Oguzkaya, F., Şahin, E., & Tanyeli, C. (2006). Stereoselective synthesis of optically active cyclitol precursors via a chemoenzymatic method. TETRAHEDRON-ASYMMETRY, 17(21), 3004–3009. https://doi.org/10.1016/j.tetasy.2006.11.002
BibTeX
@article{oguzkaya2006-66805,
author = {Oguzkaya, Funda and Şahin, Ertan and Tanyeli, Cihangir},
title = {Stereoselective synthesis of optically active cyclitol precursors via a chemoenzymatic method},
journal = {TETRAHEDRON-ASYMMETRY},
year = {2006},
volume = {17},
number = {21},
pages = {3004--3009},
issn = {0957-4166},
doi = {10.1016/j.tetasy.2006.11.002},
url = {https://akademik.atauni.edu.tr/yayinlar/66805-stereoselective-synthesis-of-optically-active-cyclitol-precursors-via-a}
}