Department of Chemistry, Graduate School of Science, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8602 (Japan).
Chemistry. 2010 Apr 6;16(13):3884-901. doi: 10.1002/chem.200902433.
This review focuses on the synthetic strategies used for the construction of fumagillin, ovalicin, and other natural products of this family that are known angiogenesis inhibitors. These compounds are comprised of a cyclohexane framework, two epoxides, and five or six contiguous stereogenic centers. The first total syntheses of fumagillin and ovalicin were reported by Corey in 1972 and 1985, respectively. There were numerous studies directed at these natural products in the decades that followed with many reports appearing in the year 2000 or later. Despite the relatively small size of these molecules, their syntheses highlight the efficient construction of stereogenic centers in organic synthesis.
本文综述了用于构建法呢基焦磷酸合酶抑制剂类天然产物,如呋咱霉素、卵形霉素等的合成策略。这些化合物含有一个环己烷骨架、两个环氧基团和五个或六个连续的手性中心。1972 年和 1985 年,科里(Corey)分别首次全合成了呋咱霉素和卵形霉素。在随后的几十年里,针对这些天然产物进行了大量的研究,其中许多报道发表于 2000 年或之后。尽管这些分子的体积相对较小,但它们的合成突出了在有机合成中高效构建手性中心的能力。