AN EFFICIENT SYNTHESIS OF 2S)N-BENZOYL-2-T-BUTYL-4-METHYLENEOXAZOLIDIN-5-ONE AND R)-N-BENZOYL-2-T-BUTYL-4-METHYLENEOXAZOLIDIN-5-ONE

Citation
Alj. Beckwith et al., AN EFFICIENT SYNTHESIS OF 2S)N-BENZOYL-2-T-BUTYL-4-METHYLENEOXAZOLIDIN-5-ONE AND R)-N-BENZOYL-2-T-BUTYL-4-METHYLENEOXAZOLIDIN-5-ONE, Australian Journal of Chemistry, 46(9), 1993, pp. 1425-1430
Citations number
12
Categorie Soggetti
Chemistry
ISSN journal
00049425
Volume
46
Issue
9
Year of publication
1993
Pages
1425 - 1430
Database
ISI
SICI code
0004-9425(1993)46:9<1425:AESO2>2.0.ZU;2-7
Abstract
An efficient synthesis of the title compounds in high enantiomeric pur ity (>98%) involves bromination under photolytic conditions of (2S)- o r (2R)-oxazolidinones derived from (S)-alanine followed by treatment o f the products with sodium iodide in refluxing acetone. A room-tempera ture single-crystal X-ray study of benzoyl-4-bromomethylene-2-t-butylo xazolidin-5-one is recorded.