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Makale Tam Makale Uluslararası 2013

Nucleophilic Reactivity of Ethers Against Terminal Epoxides in the Presence of BF3 : A Mechanistic Study

Aytekin Kose, Ramazan Altundas, Hasan Seçen, Yunus Kara

HELVETICA CHIMICA ACTA Cilt 96 · Sayı 7 · ss. 1325–1330 · 01.07.2013
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Özet

In the presence of BF3, a series of symmetrical and unsymmetrical ethers reacted with epichlorohydrin and 2-[(benzyloxy)methyl]oxirane, two terminal epoxides, to afford 1-alkoxy-3-chloropropan-2-ol and 1-alkoxy-3-(benzyloxy)propan-2-ol. The cleavage of unsymmetrical ethers occurred via an S(N)2 or S(N)1 mechanism. Secondary epoxides did not give similar ring-opening products.

Anahtar kelimeler

EPOXIDES terminal Nucleophilic reactivity Ether cleavage Alkoxonium ions Boron trifluoride

Atıf için künye

Kose, A., Altundas, R., Seçen, H., & Kara, Y. (2013). Nucleophilic Reactivity of Ethers Against Terminal Epoxides in the Presence of BF3 : A Mechanistic Study. HELVETICA CHIMICA ACTA, 96(7), 1325–1330. https://doi.org/10.1002/hlca.201200438

BibTeX
@article{kose2013-71372,
  author = {Kose, Aytekin and Altundas, Ramazan and Seçen, Hasan and Kara, Yunus},
  title = {Nucleophilic Reactivity of Ethers Against Terminal Epoxides in the Presence of BF3 : A Mechanistic Study},
  journal = {HELVETICA CHIMICA ACTA},
  year = {2013},
  volume = {96},
  number = {7},
  pages = {1325--1330},
  issn = {0018-019X},
  doi = {10.1002/hlca.201200438},
  url = {https://akademik.atauni.edu.tr/yayinlar/71372-nucleophilic-reactivity-of-ethers-against-terminal-epoxides-in-the-presence-of}
}