An asymmetric aminohydroxylation approach to the azepine core of (-)-balanol

被引:50
|
作者
Masse, CE
Morgan, AJ
Panek, JS [1 ]
机构
[1] Boston Univ, Metcalf Ctr Sci & Engn, Dept Chem, Boston, MA 02215 USA
[2] Boston Univ, Metcalf Ctr Sci & Engn, Ctr Streamlined Synth, Boston, MA 02215 USA
关键词
D O I
10.1021/ol0061034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] An efficient formal synthesis of the potent protein kinase C inhibitor (-) balanol that relies on a modified asymmetric aminohydroxylation of the alpha,beta-unsaturated aryl ester (1) is reported. The aryl ester functionality and the dihydroquinyl alkaloid ligand system (DHQ)(2)-AQN are used to control the regio- and enantioselectivity of the process.
引用
收藏
页码:2571 / 2573
页数:3
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