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

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

Journal Name: Letters in Organic Chemistry

Volume 2 , Issue 8 , 2005

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(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.

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

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Article Details

Year: 2005
Page: [721 - 724]
Pages: 4
DOI: 10.2174/157017805774717607
Price: $65

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