Schäfer Philipp, Sidera Mireia, Palacin Thomas, Fletcher Stephen P
Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.
Chem Commun (Camb). 2017 Nov 21;53(93):12499-12511. doi: 10.1039/c7cc07151e.
Single enantiomer molecules are important for the pharmaceutical and agrochemical industries and increasingly so in materials science. Most strategies to obtain enantiomerically enriched molecules rely on either generating new stereogenic centres from prochiral substrates or resolving racemic mixtures of enantiomers. Dynamic asymmetric processes are powerful methods that use racemic mixtures of chiral substrates as starting material. This Feature Article focuses on asymmetric additions to racemic substrates using non-stabilized sp- and sp-hybridized nucleophiles. These reactions bear considerable resemblance to traditional sp-sp cross-coupling reactions in terms of the starting materials used and the products obtained, but the reaction mechanisms are necessarily different.
单一对映体分子对制药和农用化学品行业很重要,在材料科学领域也日益如此。大多数获得对映体富集分子的策略要么依赖于从前手性底物生成新的立体中心,要么拆分对映体的外消旋混合物。动态不对称过程是一种强大的方法,它使用手性底物的外消旋混合物作为起始原料。这篇专题文章重点介绍了使用非稳定的sp和sp杂化亲核试剂对外消旋底物进行的不对称加成反应。就所使用的起始原料和所得产物而言,这些反应与传统的sp-sp交叉偶联反应有相当大的相似性,但反应机理必然不同。