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

这项研究的重点是发展使用有机锌试剂作为选择性喹酮烷基化试剂的方法学。机理研究将强调区域化学、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的萘醌类化合物、吡喃类化合物和α-取代的酯类化合物。本科生同事将成为研究成果的重要组成部分。通过本科生院校研究奖(RUI)，有机和高分子化学项目将支持黎巴嫩山谷学院化学系Carl T.Wigal博士的研究。Wigal教授将致力于开发使用有机锌试剂制备多取代苯二酚的方法学，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行业产生更广泛的影响，该项目为本科生的培训提供了一个极好的舞台。

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.