Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, Private Bag 3, PO WITS, 2050, Johannesburg, South Africa.
Chembiochem. 2022 Apr 5;23(7):e202100527. doi: 10.1002/cbic.202100527. Epub 2021 Dec 6.
The Morita-Baylis-Hillman (MBH) reaction affords highly functionalised allylic alcohols containing a new stereogenic centre. These MBH adducts are very versatile and have been transformed into a large range of products, some of which have medicinal potential. Several examples of asymmetric syntheses of MBH adducts have been reported, although a generally applicable method remains to be developed. Biocatalytic approaches for the synthesis and enzymatic kinetic resolution of MBH adducts have been reported, and are discussed in detail in this review. Enzymes able to catalyse the asymmetric MBH reaction have been identified, but selectivity and efficiency have generally been low. Lipases, esterases and nitrile-converting enzymes have all been successfully applied in the resolution of MBH adducts, with excellent selectivity being realised in most cases.
Morita-Baylis-Hillman (MBH) 反应提供了高度官能化的烯丙醇，其中包含一个新的手性中心。这些 MBH 加合物非常多功能，可以转化为多种产品，其中一些具有药用潜力。已经报道了几种不对称合成 MBH 加合物的例子，尽管仍然需要开发一种普遍适用的方法。已经报道了用于合成和酶促动力学拆分 MBH 加合物的生物催化方法，并在本综述中进行了详细讨论。已经确定了能够催化不对称 MBH 反应的酶，但选择性和效率通常较低。脂肪酶、酯酶和腈转化酶都已成功应用于 MBH 加合物的拆分，在大多数情况下都实现了极好的选择性。
