对映选择性全合成（S）-bisoranjidiol，一种轴向手性双蒽醌。
Enantioselective total synthesis of (S)-bisoranjidiol, an axially chiral bisanthraquinone.
机构信息
Department of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.
出版信息
Org Lett. 2012 Mar 16;14(6):1408-11. doi: 10.1021/ol3001365. Epub 2012 Feb 24.
Abstract
The first enantioselective total synthesis of the bisanthraquinone (S)-bisoranjidiol and an unnatural regioisomer has been accomplished. Key features of the synthesis include the asymmetric oxidative biaryl coupling of a hindered 8-substituted 2-naphthol, selective para-quinone formation, and regioselective tandem Diels-Alder/aromatization reactions.
摘要
首次完成了双蒽醌（S）-比喃桔二醇及其非天然区域异构体的对映选择性全合成。合成的关键特点包括受阻的 8-取代 2-萘酚的不对称氧化双芳基偶联、选择性的对位醌形成以及区域选择性的串联 Diels-Alder/芳构化反应。
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