Stereochemical and skeletal diversity employing pipecolate ester scaffolds

被引:18
作者
Chen, Yu
Porco, John A., Jr.
Panek, James S.
机构
[1] Boston Univ, Dept Chem, Metcalf Ctr Sci & Engn, Boston, MA 02215 USA
[2] Boston Univ, Ctr Chem Methodol & Lib Dev, Metcalf Ctr Sci & Engn, Boston, MA 02215 USA
关键词
D O I
10.1021/ol070321g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The stereocontrolled synthesis of pyridooxazinones by Mg(OTf)(2)-promoted epoxide ring-opening with use of chiral pipecolates as nucleophiles is described. Pyridooxazinone products derived from azido-epoxides can be further rearranged to seven-membered pyridodiazepinones by azide reduction. The sequence of functional group interconversions generates diversity through topological and stereochemical variation.
引用
收藏
页码:1529 / 1532
页数:4
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