A Rapid and Highly Diastereoselective Synthesis of Enantiomerically Pure (4R,5R)- and (4S,5S)-Isocytoxazone

被引：3

作者：

Buckley, Benjamin R. ^{[1
]}

Page, Philip C. Bulman ^{[2
]}

McKee, Vickie

机构：

[1] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England

[2] Univ E Anglia, Sch Chem, Norwich NR4 7TJ, Norfolk, England

来源：

SYNLETT | 2011年 / 10期

关键词：

diastereoselective; cytoxazone; tyrosine; oxazolidinone; oxidation; CATALYTIC ASYMMETRIC EPOXIDATION; IMINIUM SALT CATALYSTS; ENANTIOSELECTIVE SYNTHESIS; ABSOLUTE-CONFIGURATION; CYTOKINE MODULATOR; CYTOXAZONE; ORGANOCATALYSIS; (-)-CYTOXAZONE;

D O I：

10.1055/s-0030-1260561

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A three-step protocol for the highly diastereoselective (> 98%) synthesis of both (4R,5R)- and (4S,5S)-isocytoxazone from D-or L-tyrosine is reported. The diastereoselection was confirmed by X-ray crystallography. This synthesis is currently the highest yielding approach towards these enantiomerically pure biologically active oxazolidinones.

引用

页码：1399 / 1402

页数：4

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