- Asymmetric synthesis of bioactive hydrodibenzofuran alkaloids: (-)-lycoramine, (-)-galanthamine, and (+)-lunarine.
Asymmetric synthesis of bioactive hydrodibenzofuran alkaloids: (-)-lycoramine, (-)-galanthamine, and (+)-lunarine.
Angewandte Chemie (International ed. in English) (2011-07-13)
Peng Chen, Xu Bao, Le-Fen Zhang, Ming Ding, Xiao-Jie Han, Jing Li, Guo-Biao Zhang, Yong-Qiang Tu, Chun-An Fan
PMID21748835
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.
MATERIALS