The Total Synthesis of (+)-Hapalindole Q by an Organomediated Diels-Alder Reaction

被引：0
|
作者：
Kinsman, Aaron C. [1 ]
Kerr, Michael A. [1 ]
机构：
[1] Department of Chemistry, University of Western Ontario, London, Ont. N6A 5B7, Canada
来源：
Journal of the American Chemical Society | 2003年 / 125卷 / 46期
关键词：
Catalysts; -; Stereochemistry;
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摘要：
The total synthesis of (+)-hapalindole Q has been achieved. The key step is a Diels-Alder reaction mediated by MacMillan's organocatalyst to provide the critical intermediate with high enantiose-lectivity (93% ee). This step establishes the proper arrangement of the required four contiguous stereocenters, including the quaternary center, and represents the first successful application of an enantioselective organomediated Diels-Alder reaction in total synthesis.
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页码：14120 / 14125
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