Enantioselective, decarboxylative 1,2-additions of carboxylic acids to aldehydes, ketones and imines - novel methods for the sustainable, asymmetric synthesis of alcohols and amines

手性醇和胺是有机化学中有价值的组成部分，也是农用化学品、天然产品和活性药物成分的中心结构母题。有机金属化合物对醛、酮和亚胺的对映选择性加成是制备这些化合物类的最重要方法之一。本研究项目的目的是开发（杂）芳羧酸对醛、酮和亚胺的对映选择性、脱羧性1,2-加成，作为一种新的、普遍适用的手性醇和胺的方法。用羧酸代替有机金属化合物具有更高的原子经济性和步骤经济性，从而产生更可持续的合成方法。基于广泛的机理研究，新的催化剂体系和概念将被开发出来，用于各种醛、酮和亚胺的高对映选择性、脱羧加成的各种羧酸。随后，这些方法的相关性将在选定的特别是相关的醇和胺的合成中得到证明。

Chiral alcohols and amines are valuable building blocks in organic chemistry and a central structural motif in agrochemicals, natural products and active pharmaceutical ingredients. The enantioselective addition of organometallic compounds to aldehydes, ketones and imines is one oft the most important method for the preparation of these compound classes. The aim of this research project is the development of enantioselective, decarboxylative 1,2-additions of (hetero-)aromatic carboxylic acids to aldehydes, ketones and imines as novel, generally applicable approach towards chiral alcohols and amines. Replacement of the organometallic compound with a carboxylic acid leads to a higher atom- and step economy, resulting in more sustainable synthetic methods. Based on extensive mechanistic investigations, new catalyst-systems and -concepts for the highly enantioselective, decarboxylative addition of a broad range of carboxylic acids to various aldehydes, ketones and imines will be developed. Subsequently the relevance of these methods will be demonstrated in the synthesis of selected, particularly relevant alcohols and amines.