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(4R)-5,5-Dimethyl-4-phenyl-3-[(E)-3-phenyl­acrylo­yl]-1,3-oxazolidin-2-one

✍ Scribed by Yang, Rui ;Zhang, Mei-Su ;Nie, Lei ;Chen, Jing ;Lin, Jun


Publisher
International Union of Crystallography
Year
2006
Tongue
English
Weight
297 KB
Volume
63
Category
Article
ISSN
1600-5368

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The title compound, C 25 H 29 NO 3 , was prepared from (R)-5,5dimethyl-4-phenyl-3-[(E)-3-phenylacryloyl]oxazolidin-2-one, coupled with cyclopentylmagnesium bromide via asymmetric Michael addition. The relative configuration of the chiral C atoms of the product is as expected.

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In the title compound, C 19 H 19 NO 3 , formed from enantiomerically pure (+)-(4R,5S)-4-methyl-5-phenyl-2-oxazolidinone and racemic 2-phenylpropanoyl chloride, the two carbonyl groups are oriented anti to each other, and the two methyl groups are oriented anti to each other.