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Asymmetric Synthesis of Isotopic Atropisomers based on ortho -CH 3 /CD 3 Discrimination and Their Structural Properties.

Shota MiwaRyunosuke SendaKazuya SaitoAzusa SatoYuko NakamuraOsamu Kitagawa
Published in: The Journal of organic chemistry (2022)
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 -CH 3 /CD 3 discrimination and were revealed to possess a slight optical rotation and high rotational stability.
Keyphrases
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