TY - JOUR
T1 - Asymmetric Synthesis of Isotopic Atropisomers based on ortho-CH3/CD3Discrimination and Their Structural Properties
AU - Miwa, Shota
AU - Senda, Ryunosuke
AU - Saito, Kazuya
AU - Sato, Azusa
AU - Nakamura, Yuko
AU - Kitagawa, Osamu
N1 - Funding Information:
This work was partly supported by JSPS KAKENHI Grant Number C 20K06945.
Publisher Copyright:
© 2022 by the Author(s).
PY - 2022/11/4
Y1 - 2022/11/4
N2 - N-C axially chiral 3-(2-trideuteriomethyl-4,6-dimethylphenyl)-2-ethylquinazolin-4-ones and 3-(2-trideuteriomethyl-4,6-dimethylphenyl)-2-(1-phenylpropan-2-yl)quinazolin-4-ones were prepared in high enantio- and diastereomeric purities (98% ee). These quinazolinone derivatives are isotopic atropisomers based on ortho-CH3/CD3discrimination and were revealed to possess a slight optical rotation and high rotational stability.
AB - N-C axially chiral 3-(2-trideuteriomethyl-4,6-dimethylphenyl)-2-ethylquinazolin-4-ones and 3-(2-trideuteriomethyl-4,6-dimethylphenyl)-2-(1-phenylpropan-2-yl)quinazolin-4-ones were prepared in high enantio- and diastereomeric purities (98% ee). These quinazolinone derivatives are isotopic atropisomers based on ortho-CH3/CD3discrimination and were revealed to possess a slight optical rotation and high rotational stability.
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U2 - 10.1021/acs.joc.2c02185
DO - 10.1021/acs.joc.2c02185
M3 - Review article
AN - SCOPUS:85139875602
SN - 0022-3263
VL - 87
SP - 13501
EP - 13507
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 21
ER -