Tandem Organocatalysis: Chlorination-Michael-Aldol Reaction

串联有机催化：氯化-迈克尔-羟醛反应

• 批准号: 7000026
• 负责人: DeMichael Chung
• 金额: $ 4.21万
• 依托单位: CALIFORNIA INSTITUTE OF TECHNOLOGY
• 依托单位国家: 美国
• 财政年份: 2005
• 资助国家: 美国
• 起止时间: 2005-08-01 至 2007-07-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/7000026
• 关键词: catalyst; chemical reaction; chemical synthesis; drug design /synthesis /production; postdoctoral investigator; stereochemistry; stereoisomer; technology /technique development

DESCRIPTION (provided by applicant): Transforming simple achiral molecules into stereochemically complex molecules remains a central challenge in organic synthesis. Asymmetric metal catalysis provides an avenue to meet this challenge. However, the majority of asymmetric organometallic catalysts mediates one type of reaction and allows one transformation. Therefore, traditionally complex organic molecules are often built transformation by transformation. This process is tedious and expensive. This proposal describes an innovative approach to asymmetric catalysis, asymmetric tandem organocatalysis, which uses one catalyst to mediate multiple transformations. The utility of tandem organocatalysis will be demonstrated in a very concise synthesis of Eiseniachloride A, a molecule of potential great medicinal interest. The completion of this proposed research would show the concept of tandem organocatalysis is valid and superior to the traditional one catalyst-one transformation organometallic catalysis. More importantly, the realization of asymmetric tandem organocatalysis would provide large quantities of potential drug candidates that can not be obtained otherwise.

描述（由申请人提供）： 将简单的非手性分子转化为立体化学复杂的分子仍然是有机合成中的一个核心挑战。不对称金属催化提供了一个途径，以满足这一挑战。然而，大多数不对称有机金属催化剂介导一种类型的反应并允许一种转化。因此，传统上复杂的有机分子通常是通过转化来构建的。这一过程既繁琐又昂贵。该提案描述了一种创新的不对称催化方法，不对称串联有机催化，它使用一种催化剂来介导多个转化。串联有机催化的效用将在一个非常简洁的合成，一个潜在的巨大的药用利益的分子，阿齐伐他汀A证明。本研究的完成将显示串联有机催化的概念是有效的，并且上级传统的一种催化剂-一种转化有机金属催化。更重要的是，不对称串联有机催化的实现将提供大量的潜在候选药物，否则无法获得。