Laboratory of Asymmetric Synthesis, Chemistry Institute of Natural Resources, Universidad de Talca, P.O. Box 747, Talca, Chile.
Molecules. 2009 Oct 12;14(10):3989-4021. doi: 10.3390/molecules14103989.
This short review presents new insights on the mechanism and online monitoring using electrospray ionization tandem mass spectrometry (ESI-MS/MS) of Morita-Baylis-Hillman (MBH) reactions. MBH reactions are versatile carbon-carbon organocatalyzed bond forming reactions, making them environmentally friendly due to general organocatalysts employed. The organocatalyst behavior, which controls the transition state and thus the enantioselectivities in the obtained products, is very important in the performance of asymmetric MBH transformations. Some recent techniques and advances in asymmetric transformations are reviwed, as well as online reaction monitoring and analysis of the reaction intermediates. The mechanism accepted nowadays is also review through the insights gained from the use of ESI-MS/MS techniques.
这篇简短的综述介绍了 Morita-Baylis-Hillman（MBH）反应的机制和使用电喷雾串联质谱（ESI-MS/MS）在线监测的新见解。MBH 反应是多功能的碳-碳有机催化键形成反应，由于使用了通用的有机催化剂，因此它们具有环境友好性。在不对称 MBH 转化中，控制过渡态从而控制产物对映选择性的有机催化剂行为非常重要。综述了一些最近不对称转化中的技术和进展，以及在线反应监测和反应中间体的分析。通过使用 ESI-MS/MS 技术获得的见解，还回顾了当今被接受的反应机制。
