Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI), 2641 Yamazaki, Noda-shi, Chiba 278-8510, Japan.
Org Lett. 2011 Jun 17;13(12):2980-3. doi: 10.1021/ol200486c. Epub 2011 May 16.
Bisaminal cyclization in the zoanthamine alkaloid system was strongly affected by the stereochemistry of the C4 methyl. While cyclization of the (4S)-methyl precursor gave only a bisaminal compound, cyclization of the (4R)-methyl isomer produced both spiroketal and bisaminal products.
在珊瑚胺生物碱体系中,双亚氨基环化强烈受到 C4 位甲基立体化学的影响。(4S)-甲基前体的环化仅得到双亚氨基化合物,而(4R)-甲基异构体的环化则产生螺缩酮和双亚氨基产物。