State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
J Org Chem. 2010 Oct 15;75(20):7018-21. doi: 10.1021/jo101510x.
Naturally occurring phenanthroindolizidine alkaloids (R)-antofine and phenanthroquinolizidine alkaloids (R)-cryptopleurine have been synthesized in high optical purity via proline-catalyzed sequential α-aminoxylation and Horner-Wadsworth-Emmons olefination of aldehyde. Both enantiopure forms of proline are commercially available, and thus, in principle, both isomers of antofine and cryptopleurine can be accessed with the new method.
天然存在的菲并吲哚里西啶生物碱（R）-antofine 和菲并喹诺里西啶生物碱（R）-cryptopleurine 已通过脯氨酸催化的顺序α-氨氧化和醛的 Horner-Wadsworth-Emmons 烯烃化反应以高光学纯度合成。脯氨酸的两种对映体都是商业可得的，因此，原则上可以使用新方法获得 antofine 和 cryptopleurine 的两种异构体。
