Departamento de Química Orgánica, Facultad de Ciencias, Institute for Advanced Research in Chemical Sciences (IAdChem), Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain.
Chem Commun (Camb). 2018 Jul 24;54(60):8343-8346. doi: 10.1039/c8cc03760d.
Herein we describe a robust and practical method to prepare enantiomerically enriched trisubstituted allenes using alkyl Grignard reagents and bench stable propargylic ammonium salts. Excellent yields as well as regio- and stereoselectivities are observed. Our conditions provide a solution to the allene racemization, which has been a long-standing problem when using Grignard reagents.
在此,我们描述了一种使用烷基格氏试剂和商业稳定的丙炔基季铵盐制备对映体富集的三取代丙二烯的稳健且实用的方法。观察到优异的产率以及区域和立体选择性。我们的条件为使用格氏试剂时长期存在的丙二烯外消旋问题提供了一种解决方案。