Letters in Organic Chemistry

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

DOI: 10.2174/157017807781024327

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

Page: [228 - 231] Pages: 4

  • * (Excluding Mailing and Handling)

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