The Use of Enantiomerically Pure α,β-Unsaturated N-Acyloxazolidin-2-One in Diastereoselective Baylis-Hillman Type Reaction Mediated by SmI2

Title: The Use of Enantiomerically Pure α,β-Unsaturated N-Acyloxazolidin-2-One in Diastereoselective Baylis-Hillman Type Reaction Mediated by SmI2

Volume: 2 Issue: 8

Author(s): Manouchehr Mamaghani, Mohammad R. Yazdanbakhsh, Abed Badrian, Hassan Valizadeh and Heshmat A. Samimi

Affiliation:

Keywords: Baylis-Hillman, α,β-unsaturated N-acyloxazolidin-2-one, samarium-diiodide, auxiliary, diastereoselective

Abstract: (R)-3-(2-Bromo-3-phenyl-acryloyl)-5,5-dimethyl-4-phenyl-oxazolidin-2-one 3 which is readily available from (R)-phenylglycine, was shown to be an effective chiral auxiliary for stereoselective Baylis- Hillman type reaction with aldehydes in the presence of SmI2.

Cite this article as:

Mamaghani Manouchehr, Yazdanbakhsh R. Mohammad, Badrian Abed, Valizadeh Hassan and Samimi A. Heshmat, The Use of Enantiomerically Pure α,β-Unsaturated N-Acyloxazolidin-2-One in Diastereoselective Baylis-Hillman Type Reaction Mediated by SmI2, Letters in Organic Chemistry 2005; 2 (8) . https://dx.doi.org/10.2174/157017805774717607