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

来源：
https://reporter.nih.gov/project-details/10371806
关键词：
Alcohols Alkenes Alkynes Area Attention Biological Carbon Carbon Dioxide Carboxylic Acids Catalysis Chemistry Communities Complex Coupling Development Generations Goals Growth Improve Access Investigation Knowledge Ligands Literature Methods Molecular Natural Products Nickel Nitrogen Organic Synthesis Oxygen Palladium Pharmacologic Substance Reaction Reagent Reporting Research Research Personnel Structure Synthesis Chemistry System Therapeutic Agents Titanium Transition Elements Translating Work catalyst chemical synthesis design diene experience improved innovation insight interest novel professor programs scaffold therapeutic target titanocene tool

Alcohols Alkenes Alkynes Area Attention Biological Carbon Carbon Dioxide Carboxylic Acids Catalysis Chemistry Communities Complex Coupling Development Generations Goals Growth Improve Access Investigation Knowledge Ligands Literature Methods Molecular Natural Products Nickel Nitrogen Organic Synthesis Oxygen Palladium Pharmacologic Substance Reaction Reagent Reporting Research Research Personnel Structure Synthesis Chemistry System Therapeutic Agents Titanium Transition Elements Translating Work catalyst chemical synthesis design diene experience improved innovation insight interest novel professor programs scaffold therapeutic target titanocene tool

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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.

主要调查员/计划总监（最后，第一，中间）：Dong，VY，M 项目摘要/摘要：有机试剂和中间体的合成和实施已成为一种基石形成复杂的治疗剂。那，开发新方法以简单有效的方式访问这些中间体已成为合成的重点有机和有机社区。有机素试剂已证明自己是一个强大的工具羰基添加，交叉耦合反应（Negeshi耦合）等地区的复杂有机合成，和烷烃和炔烃的功能化。随着对这些重要的亲核者的需求，更多显而易见的是，化学家已经感觉到了通过有效和可持续的方法使它们制造的方法。以前的工作由Knochel和Sato撰写的表明，镍和钛催化剂可以有效地将烯烃转换为有氧化但是，他们的工作并不施加立体化学选择性。本文描述的我们的目标是扩展使用钛催化在使用手性钛催化剂和简单，无偏的烯烃作为起始材料。在这些立体化学活动的形成之后亲核者，我们的目的是使用类似于以前的研究董研究小组。利用简单易用的起始材料以及更具结构性的潜水员的催化剂和底物以获取这些物种可以改善进入源头的机会中间体以及它们在复杂最终产品的合成中的使用。