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Asymmetric synthesis of bioactive hydrodibenzofuran alkaloids: (-)-lycoramine, (-)-galanthamine, and (+)-lunarine
Authors:Chen Peng  Bao Xu  Zhang Le-Fen  Ding Ming  Han Xiao-Jie  Li Jing  Zhang Guo-Biao  Tu Yong-Qiang  Fan Chun-An
Affiliation:State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, 222 Tianshui Nanlu, Lanzhou 730000 (China).
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.
Keywords:alkaloids  asymmetric synthesis  Michael addition  organocatalysis  quaternary carbon
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