Asymmetric Induction in Darzens Condensation by Means of (R)-5,5- Dimethyl-4-Phenyloxazolidin-2-One as an Effective Chiral Auxiliary

Abed Badrian; Manouchehr Mamaghani; Khalil Tabatabaeian; Hassan Valizadeh

doi:10.2174/157017807781024327

Abstract

(R)-5,5-dimethyl-4-phenyloxazolidin-2-one 1 which is readily available from (R)-phenylglycine, was shown to be an effective chiral auxiliary for asymmetric Darzens reaction. It was employed in a simple and practical approach for the preparation of optically active glycidic esters.

Keywords: Asymmetric induction, Darzens reaction, N-acyl oxazolidin-2-one, chiral auxiliary, glycidic ester, diastereoselectivity

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Letters in Organic Chemistry

Title: Asymmetric Induction in Darzens Condensation by Means of (R)-5,5- Dimethyl-4-Phenyloxazolidin-2-One as an Effective Chiral Auxiliary

Volume: 4 Issue: 4

Author(s): Abed Badrian, Manouchehr Mamaghani, Khalil Tabatabaeian and Hassan Valizadeh

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Keywords: Asymmetric induction, Darzens reaction, N-acyl oxazolidin-2-one, chiral auxiliary, glycidic ester, diastereoselectivity

Abstract: (R)-5,5-dimethyl-4-phenyloxazolidin-2-one 1 which is readily available from (R)-phenylglycine, was shown to be an effective chiral auxiliary for asymmetric Darzens reaction. It was employed in a simple and practical approach for the preparation of optically active glycidic esters.

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Abed Badrian , Manouchehr Mamaghani , Khalil Tabatabaeian and Hassan Valizadeh , Asymmetric Induction in Darzens Condensation by Means of (R)-5,5- Dimethyl-4-Phenyloxazolidin-2-One as an Effective Chiral Auxiliary, Letters in Organic Chemistry 2007; 4 (4) . https://dx.doi.org/10.2174/157017807781024327