Innovative Tools for Chemical Synthesis: Cyclase-Inspired Catalysis, Shuttle Catalysis, and Tandem Catalysis

化学合成的创新工具：环化酶催化、穿梭催化和串联催化

基本信息

批准号：
10371806
负责人：
Vy M Dong
金额：
$ 10.16万
依托单位：
UNIVERSITY OF CALIFORNIA-IRVINE
依托单位国家：
美国
项目类别：
财政年份：
2018
资助国家：
美国
起止时间：
2018-05-01 至 2023-04-30
项目状态：
已结题

项目摘要

Principle Investigator/Program Director (Last, first, middle): Dong, Vy, M Project Summary/Abstract: The synthesis and implementation of organometallic reagents and intermediates has become a cornerstone in the formation of complex therapeutic agents. Thus, the development of novel methods for accessing these intermediates in a simple and efficient manner has become a large focus of the synthetic organic and organometallic community. Organozinc reagents have shown themselves to be a powerful tool in complex organic synthesis in areas such as carbonyl addition, cross coupling reactions (Negeshi coupling), and functionalization of alkenes and alkynes. As the need for these important nucleophiles becomes more apparent, chemists have sought out ways to make them by efficient and sustainable methods. Previous work by Knochel and Sato has shown that nickel and titanium catalysts can convert olefins to organozincs efficiently, however their work does not impose stereochemical selectivity. Our goal, described herein, is to expand on the use of titanium catalysis to generate organozincs in an enantiopure method using chiral titanium catalysts and simple, unbiased olefins as starting materials. Following the formation of these stereochemically active nucleophiles, we aim to couple them with carbon dioxide using chemistry similar to previous studies in the Dong research group. Utilizing simple and readily available starting materials as well as more structurally diverse catalysts and substrates to gain access to these species could improve access to organozinc intermediates as well as their use in the synthesis of complex final products.

项目负责人/项目负责人（后、前、中）：Dong、Vy、M 项目摘要/摘要：有机金属试剂及中间体的合成与实施已成为因此，开发新方法是复杂治疗剂形成的基石。以简单有效的方式获取这些中间体已成为合成的一大焦点有机和有机金属界有机锌试剂已证明是一种强大的工具。复杂的有机合成领域，如羰基加成、交叉偶联反应（Negeshi 偶联）、随着对这些重要亲核试剂的需求变得越来越多，烯烃和炔烃的官能化。显然，化学家已经找到了通过有效且可持续的方法来制造它们的方法。 Knochel 和 Sato 的研究表明，镍和钛催化剂可以有效地将烯烃转化为有机锌，然而，他们的工作并没有强加立体化学选择性。本文描述的我们的目标是扩展立体化学选择性。使用钛催化以手性钛催化剂的对映体纯方法生成有机锌，在形成这些立体化学活性物质后，使用简单的、无偏的烯烃作为起始材料。亲核试剂，我们的目标是使用类似于之前研究的化学方法将它们与二氧化碳偶联董研究小组利用简单易得的起始材料以及更多的结构。获取这些物种的不同催化剂和底物可以改善有机锌的获取中间体及其在复杂最终产品合成中的用途。