CAREER: New Advances in the Cascade Rearrangement of Furylcarbinols for Complex Molecular Synthesis

有了这个职业奖，化学合成计划支持加州大学圣巴巴拉分校的哈维尔·里德·德·阿拉尼兹教授的研究。 Read de Alaniz教授将应用新的策略来合成官能化的五元环。 该方法将依赖于2-呋喃基甲醇的多米诺重排，涉及正式的4-pi电环化步骤，提供了有效的功能化环戊烯酮，本身重要的医学，生物学和材料科学。 首先，将开发一种操作简单的合成方法，以在一次操作中构建官能化的五元环以及氮杂环。 分子内级联重排允许直接和高度非对映选择性合成氮杂螺环天然产物核心。第二，将级联重排应用于四元立体中心的合成。Javier Read de Alaniz教授还将与加州大学圣巴巴拉分校的外展项目合作，帮助克服科学界缺乏少数民族代表的问题。 Read de Alaniz教授将担任加州大学高级学位卓越领导力（UC LEADS）计划的教师顾问。 与加州大学领导计划教授阅读德阿拉尼兹将参加并领导一系列的专业发展研讨会，为有前途的代表性不足的少数民族本科生在夏季。第二个教育举措将为学生提供与博士后研究助理和教师互动的机会，他们来自代表性不足的少数民族/女性背景，在一个有组织的，但随意的，棕色袋午餐论坛。 教师/博士后研究助理将讨论他们的职业道路沿着与隔离和语言障碍，在校园，标签，同行的误解和指导的主题增加多样性。

With this CAREER Award, the Chemical Synthesis program is supporting the research of Professor Javier Read de Alaniz of the University of California-Santa Barbara. Professor Read de Alaniz will apply new strategies for the synthesis of functionalized five-membered rings. The approach will rely on a domino rearrangement of 2-furylcarbinols, involving a formal 4-pi electrocyclization step, that provides efficient access to functionalized cyclopentenones, themselves important to medicine, biology, and material science. First, an operationally simple synthetic methodology will be developed to construct functionalized five-membered rings, as well as nitrogen heterocycles in a single operation. The intramolecular cascade rearrangement allows for the direct and highly diastereoselective synthesis of azaspirocyclic natural product cores. Second, the cascade rearrangement will be applied to the synthesis of quaternary stereogenic centers. In the final objective, efforts will be directed at achieving an enantioselective cascade rearrangement.Professor Javier Read de Alaniz will also work with outreach programs at the University of California Santa Barbara to help overcome the lack of minority representation in the sciences. Professor Read de Alaniz will serve as the faculty advisor for the University of California Leadership Excellence through Advanced Degrees (UC LEADS) program. Working with the UC LEADS program Professor Read de Alaniz will participate in and lead a series of professional development workshop for promising underrepresented minority undergraduate students during the summer. The second educational initiative will provide students with the opportunity to interact with postdoctoral research associates and faculty from underrepresented minority/female backgrounds in an organized, yet casual, brown-bag lunch forum. Faculty/post-doctoral research associates will discuss their career pathes along with topics of isolation and language barriers, increasing diversity on the campus, labeling, peer misperceptions, and mentoring.