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生物活性氢二苯并呋喃生物碱的不对称合成:(-)-石蒜碱、(-)-加兰他敏和 (+)-月见草碱。

Asymmetric synthesis of bioactive hydrodibenzofuran alkaloids: (-)-lycoramine, (-)-galanthamine, and (+)-lunarine.

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Tianshui Nanlu, China.

出版信息

Angew Chem Int Ed Engl. 2011 Aug 22;50(35):8161-6. doi: 10.1002/anie.201103198. Epub 2011 Jul 11.

Abstract

Divergent route: a direct C-C bond-forming approach to the key aryl-substituted all-carbon quaternary stereogenic center present in bioactive hydrodibenzofuran alkaloids has been discovered. This approach involves an unprecedented organocatalytic enantioselective Michael addition of α-cyanoketones with acrylates and was used in a novel and divergent synthetic strategy for the title compounds in asymmetric fashion.

摘要

发散途径

在生物活性氢二苯并呋喃生物碱中存在的关键芳基取代全碳季立体中心,已发现一条直接 C-C 键形成方法。该方法涉及α-氰基酮与丙烯酸盐的前所未有的有机催化对映选择性迈克尔加成,并用在标题化合物的新型和发散的不对称合成策略中。

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