基于亚砜的对映选择性纳扎罗夫环化反应：（+）-异少花素F、（+）-四方菌素A和（+）-苍白霉素的发散合成
Sulfoxide-Based Enantioselective Nazarov Cyclization: Divergent Syntheses of (+)-Isopaucifloral F, (+)-Quadrangularin A, and (+)-Pallidol.
作者信息
Tang Mei-Lin, Peng Peng, Liu Zheng-Yu, Zhang Jian, Yu Jian-Ming, Sun Xun
机构信息
Department of Natural Products Chemistry, School of Pharmacy, Fudan University, 826 Zhangheng Road, Shanghai, 201203, P.R. China.
Shanghai Key Laboratory of Clinical Geriatric Medicine, Shanghai, 201203, P.R. China.
出版信息
Chemistry. 2016 Oct 4;22(41):14535-9. doi: 10.1002/chem.201603664. Epub 2016 Aug 30.
The synthesis of enantiomerically pure 3-aryl substituted indanones is developed using an enantioselective sulfoxide-based Knoevenagel condensation/Nazarov cyclization procedure. After the reductive desulfonation of the methyl para-tolyl sulfoxide-containing chiral auxiliary under mild conditions, selected enantiomerically pure indanone is used for the divergent total syntheses of three resveratrol natural products (+)-isopaucifloral F, (+)-quadrangularin A, and (+)-pallidol.
采用基于对映选择性亚砜的克诺文纳格尔缩合/纳扎罗夫环化方法，实现了对映体纯的3-芳基取代茚满酮的合成。在温和条件下对含对甲苯基亚砜的手性助剂进行还原脱硫后，将选定的对映体纯茚满酮用于三种白藜芦醇天然产物（+）-异少花黄烷醇F、（+）-四方果黄素A和（+）-苍白醇的发散性全合成。
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