Practical Methods for Total Synthesis of Complex Natural Products

这项研究由有机合成资助。 化学课程。 复杂新物质的合成 我们的目标是以符合成本效益的方式满足社会的需求， of this research研究. 这是一项艰巨的挑战， 相当的洞察力和独创性来完成。 自然界充满了复杂分子的有机化合物 结构 通常，这些材料可以与它们的 自然资源的数量;更多的时候，他们不能。 的 替代隔离的方法是合成--实验室制造 从常见的材料。 尽管化学家们已经超过了 在过去的半个世纪里， 大量非常复杂的分子，它们通常不能 以高效， 实用和成本效益的方式。 这种普遍的无能 构思和执行实际的实验室合成 构成了我们科学的弱点 这是长期目标 这项研究的目的是通过发明新的 复杂有机化合物的实验室合成策略 结构. 要合成的化合物是 天然--生物碱和聚异戊二烯。其目的不仅仅是 但要以一种能导致 一些新的建筑方面的东西， 分子构建 不变的目标是：（a）尽量减少 通过避免保护性的 （B）尽可能减少所需数量 通过寻找方法， 反应可以在相同的反应条件下进行，（c）至 通过使用，在一定程度上， 可能的，“低技术”，而不是外来的，昂贵的试剂。 待研究的具体体系有：石油素、沙林-A、 nominine，aristone，dictyoxetane，velutinal，crinipellin A和 虎皮楠属生物碱家族的成员。

This research is being funded by the Organic Synthesis Chemistry Program. The synthesis of the complex new substances required by our society in a cost effective manner is the goal of this research. This is a daunting challenge that requires considerable insight and ingenuity to accomplish. Nature is replete with organic compounds of intricate molecular structure. Often these materials may be isolated from their natural sources in quantity; more often they cannot. The alternative to isolation is synthesis--laboratory manufacture from commonly available materials. Although chemists have over the last half-century become rather adept at constructing small amounts of very complicated molecules, they generally cannot prepare most desired organic compounds in an efficient, practical, and cost-effective manner. This general inability to conceive and execute practical laboratory syntheses constitutes a frailty of our science. It is the long-term goal of this research to address this deficiency by inventing new strategies for the laboratory synthesis of complex organic structures. The compounds to be synthesized are molecules of nature--alkaloids and polyisoprenoids. The intent is not just to make a compound, but to do it in a way that will lead to something new about the architectural aspect of molecule-building. The constant goals are: (a) to minimize the required number of tranformations by eschewing protective groups whenever possible, (b) to minimize the required number of transformations by finding ways in which "cascades" of reactions can occur under the same reaction conditions, (c) to simplify the total synthesis process by using, to the extent possible, "low-tech", rather than exotic, expensive reagents. The specific systems to be studied are: petrosin, sarain-A, nominine, aristone, dictyoxetane, velutinal, crinipellin A and members of the daphniphyllum alkaloid family.