Diastereoselective Control Through Hydrogen Bonding in the Aziridination of the Chiral Allylic Alcohols by Acetoxyaminoquinazolinone

Çakıcı, Murat; Karabuga, Semistan; Kılıç, Hamdullah; Ulukanli, Sabri; Şahin, Ertan; Sevin, Fatma

doi:10.1021/jo902092s

Makale Tam Makale Uluslararası 2009

Diastereoselective Control Through Hydrogen Bonding in the Aziridination of the Chiral Allylic Alcohols by Acetoxyaminoquinazolinone

Murat Çakıcı, Semistan Karabuga, Hamdullah Kılıç, Sabri Ulukanli, Ertan Şahin, Fatma Sevin

JOURNAL OF ORGANIC CHEMISTRY Cilt 74 · Sayı 24 · ss. 9452–9459 · 18.12.2009

DOI ile aç

Özet

A high diastereoselectivity (up to > 99:1) is found for the aziridinations of chiral allylic alcohols with acetoxyaminoquinazolinone (Q-NHOAc). The selectivity is explained in terms of hydrogen bonding between the hydroxy functionality of the allylic alcohol and the remote carbonyl group of the quinazolinone.

Atıf için künye

Çakıcı, M., Karabuga, S., Kılıç, H., Ulukanli, S., Şahin, E., & Sevin, F. (2009). Diastereoselective Control Through Hydrogen Bonding in the Aziridination of the Chiral Allylic Alcohols by Acetoxyaminoquinazolinone. JOURNAL OF ORGANIC CHEMISTRY, 74(24), 9452–9459. https://doi.org/10.1021/jo902092s

BibTeX

@article{cakici2009-66578,
  author = {Çakıcı, Murat and Karabuga, Semistan and Kılıç, Hamdullah and Ulukanli, Sabri and Şahin, Ertan and Sevin, Fatma},
  title = {Diastereoselective Control Through Hydrogen Bonding in the Aziridination of the Chiral Allylic Alcohols by Acetoxyaminoquinazolinone},
  journal = {JOURNAL OF ORGANIC CHEMISTRY},
  year = {2009},
  volume = {74},
  number = {24},
  pages = {9452--9459},
  issn = {0022-3263},
  doi = {10.1021/jo902092s},
  url = {https://akademik.atauni.edu.tr/yayinlar/66578-diastereoselective-control-through-hydrogen-bonding-in-the-aziridination-of-the}
}