Department of Chemistry, Temple University Philadelphia, Pennsylvania 19122, USA.
J Org Chem. 2010 May 21;75(10):3529-32. doi: 10.1021/jo100516g.
Concise total syntheses of Strychnos alkaloids strychnine (1) and akuammicine (2) have been realized in 13 and 6 operations, respectively. Key steps include (1) the vinylogous Mannich reaction; (2) a novel, sequential one-pot spirocyclization/intramolecular aza-Baylis-Hillman reaction; and (3) a Heck cyclization. The synthesis of 1 proceeds via the Wieland-Gumlich aldehyde (26).
分别用 13 步和 6 步反应实现了士的宁（1）和阿枯米丁（2）的简洁全合成。关键步骤包括：（1）乙烯基曼尼希反应；（2）新颖的、串联一锅法螺环化/分子内氮杂-Baylis-Hillman 反应；（3）Heck 环化反应。1 的合成途径是通过 Wieland-Gumlich 醛（26）。
