Monge David, Jiang Hao, Alvarez-Casao Yolanda
Departamento de Química Orgánica, Universidad de Sevilla, C/Prof. García González, 1, 41012 Sevilla (Spain).
Chemistry. 2015 Mar 16;21(12):4494-504. doi: 10.1002/chem.201405552. Epub 2015 Jan 9.
This Concept article summarizes strategies and developments regarding the use of masked unsaturated esters/amides in asymmetric organocatalysis. Useful substrates are categorized by the design of their inherent carboxylate template. This template group not only enables their functionality as ester surrogates, but also define their accessibilities, modes of interactions with catalysts and the simplicity with which they transform back to the parent carboxylates. Both covalent and noncovalent catalytic systems are discussed and examples showing the entire process (from substrates-to-functionalized ester/amides) are given.
这篇概念文章总结了在不对称有机催化中使用掩蔽不饱和酯/酰胺的策略和进展。有用的底物根据其固有羧酸盐模板的设计进行分类。该模板组不仅赋予它们作为酯替代物的功能,还决定了它们的可及性、与催化剂的相互作用模式以及它们转化回母体羧酸盐的难易程度。文中讨论了共价和非共价催化体系,并给出了展示整个过程(从底物到官能化酯/酰胺)的示例。