BIOLOGICALLY ACTIVE COMPOUNDS VIA CHIRAL AROMATICS

多种化合物与手性萘加成反应的继续研究 有机金属化合物将提供一系列新的手性非外消旋化合物 具有两个新插入的立体中心的二氢萘。可行的路线 使用这种方法将导致Aphidoclin，SCOUDULICA和 Kaurane骨架以高效的产量。尽管进入决赛的方法 自然材料是可取的，它不被认为是唯一的目标 程序。对方法和范围的理解，以达到广泛的 手性系统是研究的主要目标。除了以上几点，它还 很可能会出现一条有效的不对称路线来合成11-酮类固醇， 以及松油酸衍生物(紫杉二酮)等相关体系。 这些可以通过分子内串联加成来获得。工作也是 计划通过偶联芳基格氏得到更多的手性联芳基 含有芳基恶唑啉的试剂。这已经证明了它的价值 较早的综合成果。 这项研究的最后一部分将集中在继续我们的 努力设计手性NADH模拟物，已经在一种 化学计量水平。我们将努力使这一进程具有催化作用 真正模拟亚胺自然还原为氨基酸和酮酸的过程 到乳酸盐。

Continued studies on the addition to chiral naphthalenes by a variety of organometallics will provide a host of novel chiral non-racemic dihydronaphthalenes with two newly inserted stereocenters. Viable routes using this methodology will lead to the aphidocolin, scopudulcic acid and kaurane skeletons in efficient yields. Although the approach to the final natural materials is desirable, it is not deemed as the only goal of this program. Understanding of the method and scope to reach a wide variety of chiral systems is the primary goal. In addition to the above, it is also likely that an efficient asymmetric route to 11 -keto steroids will emerge, as well as abietic acid derivatives (Taxodione) and other related systems. These can be accessed via intramolecular tandem additions. Work is also planned to reach additional chiral biaryls by coupling aryl Grignard reagents with aryl oxazolines. This has already proven its value in earlier synthetic achievements. The last portion of this study will concentrate on continuing our effort to design a chiral NADH-mimic, already successful on a stoichiometric level. We will attempt to make this process catalytic to truly mimic the natural reduction of imines to amino acids, and ketoacids to lactates.