RUI: Synthetic and Mechanistic Studies of Quinone-Organozinc Alkylation Reactions

本研究的重点涉及有机锌试剂作为选择性醌烷基化剂的使用方法的发展。机理研究将着重于区域化学、化学选择性和自由基中间体的存在或不存在。这些试剂将用于合成单烷基和二烷基化萘醌、吡醌衍生物和α -取代醌衍生物酯。本科生同事将成为研究工作的重要组成部分。有机和大分子化学项目通过这项本科院校研究（RUI）奖，支持黎巴嫩谷学院化学系Carl T. Wigal博士的研究。Wigal教授将把他的研究工作集中在开发使用有机锌试剂制备多取代醌的方法上，多取代醌将作为合成具有生物学意义的复杂分子的前体。这项工作有可能对制药业产生更广泛的影响，该项目为培养本科生提供了一个极好的场所。

The focus of this research involves the development of methodology for use of organozinc reagents as selective quinone alkylating agents. Mechanistic studies will stress regiochemistry, chemoselectivity and the presence or absence of free radical intermediates. The reagents will be used to synthesize mono- and dialkylated naphthoquinones, pyranoquinone derivatives and alpha-substituted quinone derivatives of esters. Undergraduate co-workers will form an important part of the research effort.With this Research in Undergraduate Institutions (RUI) award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Carl T. Wigal in the Department of Chemistry at Lebanon Valley College. Professor Wigal will focus his research efforts on developing methodology for the use of organozinc reagents for the preparation of polysubstituted quinones that will serve as precursors for the synthesis of complex molecules having biological significance. There is potential for broader impact of the work for the pharmaceutical industry and the project presents an excellent arena for the training of undergraduate students.