Alonso José M, Almendros Pedro
Grupo de Lactamas y Heterociclos Bioactivos, Departamento de Química Orgánica, Unidad Asociada al CSIC, Facultad de Química, Universidad Complutense de Madrid, 28040 Madrid, Spain.
Instituto de Química Orgánica General, IQOG-CSIC, Juan de la Cierva 3, 28006 Madrid, Spain.
Chem Rev. 2021 Apr 14;121(7):4193-4252. doi: 10.1021/acs.chemrev.0c00986. Epub 2021 Feb 25.
The allene functionality has participated in one of the most exciting voyages in organic chemistry, from chemical curiosities to a recurring building block in modern organic chemistry. In the last decades, a special kind of allene, namely, allenol, has emerged. Allenols, formed by an allene moiety and a hydroxyl functional group with diverse connectivity, have become common building blocks for the synthesis of a wide range of structures and frequent motif in naturally occurring systems. The synergistic effect of the allene and hydroxyl functional groups enables allenols to be considered as a unique and sole functionality exhibiting a special reactivity. This Review summarizes the most significant contributions to the chemistry of allenols that appeared during the past decade, with emphasis on their synthesis, reactivity, and occurrence in natural products.
联烯官能团参与了有机化学中最令人兴奋的历程之一，从化学奇闻发展成为现代有机化学中反复出现的结构单元。在过去几十年里，一种特殊的联烯，即烯醇，应运而生。烯醇由一个联烯部分和一个具有不同连接方式的羟基官能团组成，已成为合成各种结构的常见结构单元，也是天然存在体系中常见的结构基序。联烯官能团和羟基官能团的协同效应使烯醇被视为具有特殊反应性的独特且唯一的官能团。本综述总结了过去十年中烯醇化学领域最重要的贡献，重点介绍了它们的合成、反应性以及在天然产物中的存在情况。
