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合成角型卤代顺式稠合双环酮的狄尔斯-阿尔德反应路线:易于获得的环烯酮中间体。

Diels-Alder routes to angularly halogenated cis-fused bicyclic ketones: Readily accessible cyclynone intermediates.

作者信息

Lee Jun Hee, Danishefsky Samuel J

机构信息

Department of Chemistry, Columbia University, Havemeyer Hall, 3000 Broadway, New York, NY 10027.

出版信息

Tetrahedron Lett. 2010 Sep 1;51(35):4653-4654. doi: 10.1016/j.tetlet.2010.06.135.

Abstract

We have developed an efficient Lewis acid-catalyzed Diels-Alder route to a series of cis-fused bicyclic ketones bearing quaternary halogenation at the angular position. We have also developed a Diels-Alder based one-flask method for the regioselective preparation of TBS-protected 6-hydroxy tetralone and 5-hydroxy indanone derivatives.

摘要

我们已经开发出一种高效的路易斯酸催化的狄尔斯-阿尔德反应路线,用于合成一系列在角位带有季碳卤代的顺式稠合双环酮。我们还开发了一种基于狄尔斯-阿尔德反应的单瓶法,用于区域选择性制备TBS保护的6-羟基四氢萘酮和5-羟基茚满酮衍生物。

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本文引用的文献

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Syntheses of Isomerically Pure Reference Octalins and Hydrindanes.
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