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

作者信息

Masse C E, Morgan A J, Panek J S

机构信息

Department of Chemistry and Center for Streamlined Synthesis, Metcalf Center for Science and Engineering Boston University, Massachusetts 02215, USA.

出版信息

Org Lett. 2000 Aug 24;2(17):2571-3. doi: 10.1021/ol0061034.

DOI:10.1021/ol0061034
PMID:10990399
Abstract

[reaction: see text]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.

摘要

相似文献

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An asymmetric aminohydroxylation approach to the azepine core of (-)-balanol.
Org Lett. 2000 Aug 24;2(17):2571-3. doi: 10.1021/ol0061034.
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Asymmetric synthesis of 4,5,6- and 3,4,5,6-substituted azepanes by a highly diastereoselective and enantioselective lithiation-conjugate addition sequence.通过高度非对映选择性和对映选择性锂化-共轭加成序列实现4,5,6-和3,4,5,6-取代氮杂环庚烷的不对称合成。
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