Stereoselective synthesis of optically active cyclopenta[c]pyrans and cyclopenta[c]furans by the intramolecular Pauson-Khand reaction
Özet
An intramolecular Pauson-Khand reaction of enynes derived from homoallyl, homopropargyl, and allyl alcohols is described. 2-Heteroaryl-substituted homoallyl, homopropargyl, and allyl alcohols are easily and efficiently resolved through enzymatic resolution in high ee (91-99%) and with a known stereochemistry. Each enantiomerically enriched enyne derived from homoallyl and homopropargyl alcohols affords the conformationally most stable diastereomeric cyclopenta[c]pyran ring system as the sole product, whereas enantiomerically enriched enynes derived from allyl alcohols give a diastereomeric cis:trans mixture of the cyclopenta[c]furan ring system. (C) 2010 Elsevier Ltd. All rights reserved.
Atıf için künye
Sezer, S., Şahin, E., & TANYELİ, C. (2010). Stereoselective synthesis of optically active cyclopenta[c]pyrans and cyclopenta[c]furans by the intramolecular Pauson-Khand reaction. TETRAHEDRON-ASYMMETRY, 21(4), 476–485. https://doi.org/10.1016/j.tetasy.2010.02.016
BibTeX
@article{sezer2010-66545,
author = {Sezer, Serdar and Şahin, Ertan and TANYELİ, CİHANGİR},
title = {Stereoselective synthesis of optically active cyclopenta[c]pyrans and cyclopenta[c]furans by the intramolecular Pauson-Khand reaction},
journal = {TETRAHEDRON-ASYMMETRY},
year = {2010},
volume = {21},
number = {4},
pages = {476--485},
issn = {0957-4166},
doi = {10.1016/j.tetasy.2010.02.016},
url = {https://akademik.atauni.edu.tr/yayinlar/66545-stereoselective-synthesis-of-optically-active-cyclopentacpyrans-and}
}