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Synthesis of the first water-soluble C-2-symmetric bis(oxazolidinone) as a potential bifunctional chiral auxiliary

Authors
Lee, SG; Lim, CW; Kim, DC; Lee, JK
Issue Date
2000-04-20
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Citation
TETRAHEDRON-ASYMMETRY, v.11, no.7, pp.1455 - 1458
Abstract
The first water-soluble C-2-symmetric bis(oxazolidinone) 1, a potential bifunctional chiral auxiliary, has been synthesized via regioselective intramolecular cyclization of a biscarbamate. The sodium enolate derived from N,N'-di(phenylacetyl)bis(oxazolidinone) 7 reacts with methyl iodide with high facial selectivity (95:5). (C) 2000 Elsevier Science Ltd. All rights reserved.
Keywords
ASYMMETRIC ALDOL REACTIONS; ALKYLATION REACTIONS; EVANS OXAZOLIDINONE; 1,3-DIACYLIMIDAZOLIDIN-2-ONES; HYDROSILYLATION; 1,2-DIAMINES; DERIVATIVES; ALDEHYDES; ALCOHOLS; LIGANDS; ASYMMETRIC ALDOL REACTIONS; ALKYLATION REACTIONS; EVANS OXAZOLIDINONE; 1,3-DIACYLIMIDAZOLIDIN-2-ONES; HYDROSILYLATION; 1,2-DIAMINES; DERIVATIVES; ALDEHYDES; ALCOHOLS; LIGANDS; the first water-soluble C₂-symmetric bis(oxazolidinone); potential bifunctional chiral auxiliary; synthesis
ISSN
0957-4166
URI
https://pubs.kist.re.kr/handle/201004/141444
DOI
10.1016/S0957-4166(00)00086-0
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KIST Article > 2000
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