Developing an Understanding of Asymmetric Induction

描述（由申请人提供）：本提案的广泛，长期目标是开发新的合成方法，使有机化学和药物化学的重要中间体的制备成为可能。我们的方法首次使芳基溴大规模合成富集对映体的二芳基甲醇成为可能。该方法将应用于含有重要药效基团的对映体富集杂环的合成，如呋喃和吡啶。我们还开发了几种新的吡喃酮、呋喃醛、呋喃和吡咯的合成途径。这些重要的药用杂环可以用我们的方法制备具有高对映选择性。我们已经开发了一锅合成a-羟基酮，烯丙醇和取代环丙烷的多功能1-烯基-1,1-双金属中间体。这些方法将在复杂分子的合成中发挥作用。本提案的具体目标是：1 .开发将芳基、乙烯基和烷基溴转化为富集对映体醇的直接方法。2。杂环合成新方法简介。三：用于复杂分子合成的1-烯基-1,1-双金属试剂的研制。本项目提出了新的方法来合成重要的手性构建模块，这些模块不容易获得，但在健康相关的应用中发现了实用性，特别是在合成富集对映体的药物制剂中。

DESCRIPTION (provided by applicant): The broad, long-term objectives of this proposal are to develop new synthetic methods that enable the preparation of important intermediates for organic and medicinal chemistry. Our methods make possible, for the first time, the large-scale synthesis of enantioenriched diarylmethanols from aryl bromides. This method will be applied to the synthesis of enantiomerically enriched heterocycles bearing important pharmacophores, such as furans and pyridines. We have also developed several new routes to pyranones, furanosidic aldehydes, furans, and pyrroles. These medicinally important heterocycles can be prepared with high enantioselectivities using our methods. We have developed one-pot synthesis of a-hydroxy ketones, allylic alcohols, and substituted cyclopropanes from a versatile 1-alkenyl-1,1-bimetallic intermediate. These methods will be useful in complex molecule synthesis. The Specific Aims of this proposal are: I. Development of Direct Methods for Conversion of Aryl, Vinyl, and Alkyl Bromides to Enantioenriched Alcohols. II. Introduction of New Methods For Heterocycle Syntheses. III: Development of 1-Alkenyl-1,1-Bimetallic Reagents for Complex Molecule Synthesis. This project presents new methods to synthesize important chiral building blocks that were not easily accessible, but find utility in health-related applications, particularly in the synthesis of enantioenriched pharmaceutical agents.