Molecular diversity from naphthalene nucleus

应用有机化学的各个方面都依赖于产生各种各样具有有趣性质的新型分子结构的能力。这对合成有机化学家提出了一个持续的要求，即开发和微调各种程序，以合成所需的结构框架。在过去的几年里，申请人的研究实验室一直积极参与从萘核合成新型分子框架的研究。基于这一不断发展的专业知识，申请人计划继续设计实用的合成路线，以构建一系列重要的新型分子框架，从萘核心开始，具有各种分子拓扑结构和官能团。假定的合成设计将导致一系列准类固醇和新型萘基氧环的合成，以及几种用于重要有机转化的实用合成方法的发展。不对称合成将通过催化进行手性诱导。为这项研究选择的特定目标骨架有望具有各种各样的拓扑结构和性质。只要有可能，将进行研究，以揭示合成分子的任何有趣的光谱和电子特性。还将尝试将合成化合物库提供给具有互补专业知识的同行科学家，以研究它们作为药物、催化剂、光笼、荧光团等的潜力。在此资助期间，约8名研究生和约20名高级本科生将在有机合成艺术和科学写作等研究相关技能方面接受高质量的培训。除了提供密集的HQP培训外，这一努力还将在一般的方法学发展领域，特别是在类类固醇和邻萘醌的产生和应用领域产生新的知识。致力于开发类类固醇药物（并最终促进人类健康）的药物化学团体将从拟议研究的结果中受益。

All aspects of applied organic chemistry rely on the ability to generate a vast variety of novel molecular architectures with interesting properties. This places a persistent demand on the synthetic organic chemists to develop and fine-tune various procedures that enable the synthesis of the desired structural frameworks. The research laboratory of the applicant has actively been involved in the synthesis of novel molecular frameworks from naphthalene nucleus over the past several years. Building on this evolving expertise, the applicant plans to continue devising practical synthetic routes to construct an array of important novel molecular frameworks, from naphthalene core, having a variety of molecular topology and functional groups. The putative synthetic designs will lead to synthesis of a selection of quasi-steroids and novel naphthalene-based oxacycles in addition to the development of several practical synthetic methodologies for important organic transformations. Asymmetric synthesis will be undertaken employing chiral induction through catalysis. The specific target skeletons selected for this investigation are expected to possess a wide variety of topologies and properties. Wherever possible studies will be undertaken to unravel any interesting spectroscopic and electronic properties of the molecules synthesized. Attempts will also be made to make the library of compounds synthesized available to fellow scientists with complementary expertise to study their potential as pharmaceuticals, catalysts, photocages, fluorophores, etc. During the tenure of this grant, ~8 graduate students and ~20 advanced undergraduate students will receive high quality training in the art of organic synthesis and scientific writing among other research related skills. In addition to imparting intensive HQP training, this endeavor will lead to new knowledge in the field of methodology development in general and in the area of quasi-steroid and o-naphthoquinone methide generation and application in particular. The medicinal chemistry community working on the development of quasi-steroidal drugs (and ultimately human health) will benefit from the outcome of the proposed research.