SILOXANE COUPLINGS AND NATURAL PRODUCT SYNTHESIS

硅氧烷偶联剂和天然产物合成

• 批准号: 6173577
• 负责人: PHILIP Ridley DESHONG
• 金额: $ 29.42万
• 依托单位: UNIV OF MARYLAND, COLLEGE PARK
• 依托单位国家: 美国
• 财政年份: 1999
• 资助国家: 美国
• 起止时间: 1999-07-02 至 2002-06-30
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/6173577
• 关键词: allyl compound; antineoplastic antibiotics; biological products; chemical synthesis; colchicine; esters; silicon compounds

DESCRIPTION: (Applicant's Abstract) The long term goal of this research is to determine the scope and limitations of the palladium-catalyzed cross-coupling of hypervalent siloxanes with allylic ester and aryl derivatives. This methodology could serve as an alternative to Stille and Suzuki coupling protocols that have several limitations in the field of natural product synthesis. In this study, the reactions of aryl, vinyl, and allyl siloxanes with a variety of substrates will be investigated. In addition, evaluation of new palladium catalysts for cross-couplings with aryl chlorides and the use of chiral ligands for an asymmetric version of the cross-coupling reaction will be undertaken. Once the scope of the coupling methodology has been determined, the siloxane methodology will be employed for the total synthesis of the antitumor antibiotic (+)-pancratastatin and the antimitotic agent (-)-colchicine.

描述：（申请人的摘要）这项研究的长期目标是 确定钯催化的交叉耦合的范围和局限性 带有烯丙基酯和芳基衍生物的高价子硅氧烷。这 方法可以作为Stille和Suzuki耦合的替代方案 在天然产品领域有几个限制的协议 合成。在这项研究中，芳基，乙烯基和烯丙基硅氧烷的反应 将研究各种底物。另外，评估 用于与芳基氯化物交叉偶联的新钯催化剂和使用 非对称版本的交叉偶联反应的手性配体将是 进行。一旦确定了耦合方法的范围， Siloxane方法将用于抗肿瘤的总合成 抗生素（+） - 胰腺抑素和抗魔法剂（ - ） - 秋水仙碱。